Remote Chief Technology Officer (CMO) Jobs - September 2026

PSG Global Solutions is Hiring! PSG is the world’s largest and fastest growing provider of outsourced recruiting support to the global staffing and recruiting industry, with over 20% of the top 100 staffing companies utilizing our service today. Our recruiting centers are based in the Philippines, the preferred offshore location for supporting the US and global English speaking countries. PSG combines the cost advantages of an offshore delivery model with the high-performance approach of a top-tier staffing company to deliver value to its clients. As with any high-performance business, having a strong and highly motivated team is critical to our success. PSG invests heavily in our people, as evidenced by our employee satisfaction score consistently exceeding 90% (we measure it every month). Privacy Notice We, at PSG Global Solutions, LLC (a Teleperformance company), are committed to respecting your privacy and the protection of your personal data. PSG Global Solutions, LLC (a Teleperformance company) needs to use your personal data to ensure that we can meet all the requirements in relation to your application to us. We also need to ensure we comply with laws and regulations, can respond to requests from supervisory authorities, handle legal claims, detect, and prevent fraud, and carry out our business activities. Our Privacy Notice is provided to inform you of how PSG Global Solutions, LLC (a Teleperformance company) processes your personal data, and we regularly review it to ensure that it is up to date. Before proceeding with your application, please review our Candidate Privacy Notice to understand how we collect, use, store, and protect your personal data in connection with the recruitment process. By clicking “Apply” , you acknowledge that you have been provided access to and have had the opportunity to review our Candidate Privacy Notice. Click here to read the PSG Global Solutions US Candidate Privacy Notice. Job Description Position Summary The Chief Technology Officer (CTO) defines and executes PSG Global Solutions’ enterprise technology, artificial intelligence, and innovation strategy. The role leads PSG’s transition to an AI-first operating model—turning emerging technologies into secure, scalable products and operational capabilities that improve recruiting outcomes, increase productivity, and generate measurable value for clients. As a member of the executive leadership team, the CTO connects corporate strategy, product innovation, enterprise technology, data, cybersecurity, and operational transformation. The position partners with leaders across operations, client services, sales, finance, human resources, compliance, and global delivery to strengthen PSG’s competitive position as a technology-enabled recruitment and workforce-solutions provider. Key Responsibilities Vision to Execution Lead the delivery and continued evolution of PSG’s AI-first operating model. Translate enterprise strategy into executable technology, product, data, and automation roadmaps. Lead the development and launch of Anna AI, PSG’s production-grade generative voice AI platform. Embed AI capabilities throughout PSG’s recruiting and service-delivery operations. Ensure technology investments produce measurable improvements in client outcomes, operational productivity, revenue, and profitability. AI Strategy and Product Innovation Lead PSG’s AI-first operating model and multiyear technology roadmap. Direct the development and evolution of Anna AI, PSG’s production-grade generative voice AI platform. Transform AI pilots into scalable products that automate candidate engagement, screening, interviewing, scheduling, onboarding, and compliance workflows. Establish responsible-AI standards covering accuracy, bias, transparency, privacy, security, and human oversight. Measure technology investments through productivity, client outcomes, revenue contribution, and return on investment. Architecture and Integration Lead PSG’s Rapid Build and Integration framework for orchestrating agentic AI workflows. Enable integrations with applicant-tracking systems, HR platforms, client systems, and best-in-class specialist applications. Define enterprise architecture, data exchange, testing, deployment, reliability, and documentation standards. Evaluate build, buy, and partnership opportunities based on strategic value, scalability, speed, cost, and risk. Data and Evidence-Based Leadership Establish an enterprise data and analytics strategy supporting AI, operational decisions, client reporting, and workforce intelligence. Partner with leading research institutions, including the University of Chicago Booth School of Business, to scientifically evaluate AI’s impact on hiring efficiency. Use controlled experiments and operational data to validate new solutions before large-scale deployment. Translate research findings into product improvements, client insights, and market thought leadership. Enterprise Technology and Risk Oversee PSG’s enterprise platforms, cloud environment, corporate applications, technology services, and client integrations. Lead cybersecurity, data privacy, technology risk, incident response, business continuity, and regulatory compliance. Ensure technology platforms remain secure, reliable, scalable, and cost-effective. Manage technology budgets, strategic vendors, licensing, and investment priorities. Executive and Organizational Leadership Advise the CEO, executive team, and board on technology opportunities, investments, and risks. Partner with operations, sales, and client leaders to develop differentiated technology-enabled services. Build and lead global teams across AI, product, data, architecture, cybersecurity, integration, and technology operations. Promote a culture of experimentation, responsible innovation, disciplined execution, and measurable results. Measures of Success Adoption and business impact of Anna AI and related products Recruiter productivity and operational-capacity improvements Revenue, margin, and client-retention contribution from technology Successful conversion of AI pilots into scaled products Improvements in time-to-fill, cost-per-hire, and service quality Platform reliability, integration performance, and user satisfaction Security, privacy, compliance, and audit results Return on technology and innovation investments Qualifications Bachelor’s degree in technology, engineering, business, or a related field; an advanced degree is preferred. Significant executive leadership experience in technology, AI, digital transformation, product innovation, or enterprise architecture. Demonstrated success taking AI and automation solutions from pilot through enterprise-scale adoption. Experience with generative AI, voice AI, agentic automation, cloud platforms, integrations, data architecture, and cybersecurity. Experience in recruitment, staffing, RPO, BPO, healthcare services, or another technology-enabled service industry is preferred. Proven ability to lead global teams, manage significant investments, and communicate effectively with clients, executives, and boards. Equal Opportunity Employment All qualified applicants will receive consideration for employment and will not be discriminated against based on race. color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, age, pregnancy, genetic information or any other consideration prohibited by law or contract. Compliance with Disability Laws It is the policy of PSG Global Solutions that qualified individuals with disabilities not be discriminated against because of their disabilities in regard to job application procedures, hiring, and other terms and conditions of employment. It is also our policy to provide reasonable accommodations to qualified individuals with disabilities in all aspects of the employment process. We are prepared to modify or adjust the job application process or the job or work environment to make reasonable accommodations to the known physical or mental limitations of the applicant or employee to enable the applicant or employee to be considered for the position he or she desires, to perform the essential functions of the position in question, or to enjoy equal benefits and privileges of employment as are enjoyed by other similarly situated employees without disabilities, unless the accommodation will impose an undue hardship. VEVRAA Federal Contractor requesting appropriate employment service delivery systems, such as state workforce agencies and local employment delivery systems, to provide priority referrals of protected veterans. Pay Transparency Nondiscrimination Provision The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-I.35(c)

Posted 2 weeks ago

This role is part of our Prerender team, one of our largest brands at saas.group . Prerender is a dynamic rendering SaaS platform within the saas.group portfolio. Since 2017, we've revolutionized SEO practices by enabling search engines to crawl JavaScript-heavy sites seamlessly while preserving user experience. Thousands of companies worldwide trust our platform, which serves over 2.7 billion unique pages to web crawlers and drives results for enterprises and growing businesses alike. Profile Overview Prerender has built a platform that thousands of companies trust to serve billions of pages to web crawlers. Now we're evolving into something bigger: the layer that makes the web legible to machines, both the search crawlers that have always mattered and the AI systems that increasingly decide what people find. To get there, we need to transform how we build product. We're looking for a Chief Technology Officer (CTO) to lead that transformation, shifting our engineering organization from infrastructure-optimization to a high-velocity, product-focused team that moves fast and ships features that matter. This is a building role, not a caretaker role. You'll own the technology vision, set the engineering strategy, and have authority over the R D budget, team, and technical direction. You'll embed AI-first engineering practices, make smart infrastructure tradeoffs, and build the improvement motion that makes delivery faster and keeps it that way. You'll lead a small, senior engineering team — around seven engineers today — supported by shared platform and DevOps resources from saas.group 's central team. There is no management layer between you and the engineers, which puts you close to the work and means the leadership has to come from you. So we need someone hands-on enough to augment the team, not to manage it from a distance, and who can do that without losing hold of the strategy and the responsibilities only this role carries. We need deep technical expertise, a strong infrastructure background, and a proven track record of transforming engineering teams at SaaS companies. Your responsibilities Technology Vision and Strategy: Own the technology vision, roadmap, and engineering strategy for Prerender. Align engineering work with business objectives and customer value. Lead adoption of AI-assisted development tooling to multiply team productivity; own the quality bar for what it produces. Drive architecture and infrastructure decisions with a holistic view of TCO that includes maintenance burden and engineering opportunity cost, not just hosting spend. Run a multi-region, Kubernetes-based render fleet efficiently: cost per render, reliability, and the operational hygiene that keeps both from drifting. Represent Prerender's technical capabilities to customers, partners, and the broader market. Maintain high standards of software quality, performance, security, and reliability. Track shifts in technology and engineering practice, and bring the ones that change how we build into the team. Security and Compliance: Own security and compliance as a standing program. Prerender completes SOC 2 Type II and its ISO 27001 certification decision at the end of 2026; you inherit the year-two observation period, the surveillance audit, and the operational discipline that keeps both credible. Keep the program legible to someone other than you: named owners, current vendor and auditor contacts, and no single point of failure. Team Management and Growth: Coach and mentor engineers to reach their full potential. Set clear expectations and create opportunities for growth. People matter here. Build a culture of ownership, where engineers carry their decisions through instead of escalating them. Foster diversity and inclusion within the engineering organization. Execution and Delivery: Own the continuous improvement motion of delivery. The team finds and removes its own bottlenecks on a regular cadence. Enhance DevOps practices, CI/CD pipelines, and robust monitoring systems. Define and track engineering metrics that matter. Use data to identify bottlenecks and optimize workflows. Manage change deliberately. Changes to practice, process and infrastructure reach the people who have to run them — and, where customers are affected, the customers — with notice, consultation, and a route to raise a question before the change lands. Executive Partnership and Stakeholder Management: Partner with the CEO and leadership team on company strategy. Communicate technology progress to company leadership and the board. Work closely with Product to align engineering capacity with customer needs. Translate technical concepts for non-technical stakeholders and advocate for investments that drive business growth. Ownership Autonomy: Own the full R D budget including personnel, infrastructure, tooling, and vendor relationships. Run that budget as a managed number. Maintain an infrastructure cost model, report forecast against actual, and be able to say what a decision costs before it's made. Make the right decisions for engineering, aligned with company strategy, without second-guessing or micromanagement. What You bring to the table 10+ years in software engineering, with 5+ years in senior engineering leadership (VP/Director/CTO) at a SaaS company. Strong infrastructure background with experience running large-scale distributed systems and production Kubernetes, and making strategic tradeoffs between cost, maintenance burden, and engineering velocity. You've driven unit costs down on a fleet you owned. Demonstrated ability to embed AI tooling into engineering workflows and multiply team productivity , with a clear-eyed view of where it helps, where it produces plausible work that doesn't hold up, and how review standards survive the increase in volume. Proven experience coaching, mentoring, and developing engineering teams, ideally through a significant transformation. A track record of raising a team's delivery speed and keeping it raised long after the initial push, with the measurement and process change that made it stick. A record of landing process and platform change that sticks, with the people affected brought along before it landed. Experience owning a security and compliance program in a SaaS company — SOC 2, ISO 27001 or equivalent — as a continuing operational responsibility. Business-oriented and hands-on: you understand how engineering decisions connect to revenue and customer value, and you contribute directly alongside the team, through the same review and planning process as everyone else. Experience with scalable, high-performance web products, CI/CD, DevOps, and security principles. SEO or search-related experience is a plus. Excellent communication skills. Comfortable presenting to boards, working with executives, and collaborating cross-functionally. Communication is async-first in our remote environment, leaning on clear, timely updates with documentation up-to-date and readable and proactive context-sharing. What’s in it for You Ultimate flexibility: We're 100% remote. Work from wherever you like, whenever you like. Freedom and autonomy: High-trust environment with lots of independence to solve problems your way, with support when you need it. Minimum bureaucracy: We stay efficient and keep momentum sustainable. No death by meetings. Real impact: This is a C-level role with a seat at the executive table, board visibility, and the mandate to transform how we build product. Small friendly team: We help each other out, have fun, and don't take ourselves too seriously. Our network: Access to a community of SaaS professionals across the saas.group portfolio who regularly exchange ideas and expertise. Flexible time off: Recharge when you need to. Learning Budget: Generous budget for classes, conferences, books, and other learning resources. Prerender is part of saas.group , and we have a shared goal of succeeding together. What is saas.group? Think of us as the driving catalyst behind your favorite software success stories. saas.group, established in 2017, is on a mission to turbocharge promising B2B SaaS ventures, unlocking their full potential. As a Software-as-a-Service portfolio powerhouse, we specialize in acquiring small software treasures and polishing them into industry stars. With a dynamic, fully remote team of nearly 380+ colleagues spanning 50+ countries we are truly global and we are rewriting the playbook on SaaS innovation and collaboration. We grow 25 exciting brands under our umbrella. Feel free to explore our Candidate's Hub to get an insider's view, dive into our culture, gain valuable insights into our teams and how we work. Also, don’t forget to follow saas.group on LinkedIn to stay up-to-date on our job openings, podcast episodes, and with all things happening at our company. We don’t just simply offer you to “take a job with us” but rather to “join us on this journey” to build the world's largest platform of independent SaaS companies. Sounds like something you’re up for? Feel free to apply even if you don’t check all these boxes. We believe in the power of diversity and fresh perspectives to spice up our team. Your application might just be the missing ingredient! — saas.group is committed to creating a diverse and inclusive workplace. We are proud to be an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you're passionate about working with a team that values innovation, excellence, and fairness, we encourage you to apply. We believe in fair and transparent pay. Salary ranges at saas.group are location-adjusted, targeting local market medians for a remote-first environment, and will be shared with our potential future employees in writing before your first interview - so you have everything you need to evaluate the opportunity.

Posted today

About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe , Toptal is the world’s largest fully remote workforce . We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Position Description: As Chief Technology Officer, you will drive execution for the product and engineering teams and put AI at the core of everything the company builds. You will own Toptal’s full technical architecture and you will build it AI-first—utilizing best practices for agentic engineering. AI is not a workstream inside the engineer team—its core to it. You will create and own the AI architecture and best practices the rest of the company utilizes. You will also own the initiatives that put agents into production. You should know how to build and fine-tune foundation models from the ground up, how to engineer best-in-class harnesses, and how to create best practices for agentic engineering that engineering teams adopt to 10x their productivity—without sacrificing quality. Your mindset will be that of a builder and an architect, someone who solves problems in the system itself. No problem will be too large or too small for you to solve yourself. You will set the technical direction and hold the cadenced meetings that turns technical strategy into working, production-ready outcomes. You will be in the design reviews and in the code, not adjacent to them. You will move fast, and you will ensure our engineering team is never the reason an initiative slows down. You are the technical owner of all Toptal’s products. You will collaborate closely with Product to design infrastructure that exposes Toptal’s core business logic through modular interfaces the rest of the business can build on. Alongside a group of hands-on executives, your engineering discipline directly shapes Toptal’s growth, profitability, and operational excellence. You will own resourcing and workforce planning as a doer: scoping the work, sizing the teams, planning headcount against it, defining the role and the bar for every seat. None of that is beneath the role, and we are not interested in someone who thinks these tasks can be done properly by handing it off to HR. Hiring is the highest-leverage work you do, and we want someone who is visibly excited about hiring A-players—with a sense of urgency. Then, you lead the team. You will set the standards, develop people against those standards, and know exactly who is meeting those standards. You will be one of Toptal’s foremost experts on AI, and you will stay ahead of a field that never stops moving. You will coach engineers on agentic best practices, show the executive team what is newly possible with the new AI tooling, and push AI into every function at Toptal. This role runs on high-energy execution and attention to detail. You will bring urgency to every part of it and measure yourself on outcomes. We are not looking for someone to oversee this work. We are looking for someone to drive it and get into the detiwls. This is a remote position. Resumes and communication must be submitted in English. Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. One precondition runs through all of it: you conceive the strategy. You will form your own view of where engineering and AI should go, build the case, and bring the CEO a strategy to react to, not a request for direction. AI and agentic engineering Own Toptal’s AI technology strategy and the architecture beneath it: model selection and fine-tuning, harness design, orchestration, retrieval, context engineering, tool and MCP integration, guardrails, evaluation, and cost control, exposed as primitives every team composes against. Deploy agentic engineering at scale against the work that runs this business: matching, vetting, onboarding, delivery, and internal operations. Own the outcomes those agents are accountable for. Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality here is proven rather than claimed. Rebuild how the platform gets built and operated, raising output per engineer through AI-assisted development, review, testing, and operations. Engineers have to want this, not comply with it, and creating that pull is on you. Team, resourcing, and accountability Decide what a team should look like now that the roles have blurred, where the product manager believes they can design and code, the engineer believes they can do product and design, and the designer believes they can code and do product. Own resourcing and workforce planning: scope the roadmap into buildable work, plan headcount and sequence, write the specs, and hit time-sensitive hiring commitments. Own the bar for the team: assess talent honestly, develop people against the bar, and hold it as the organization grows. Platform and execution Own the architecture end to end, from services and data flows to interfaces and system boundaries, and hold the standards that keep it coherent as it grows. Own throughput, reliability, and the platform layer beneath them, including the AI-dependent paths where latency, drift, and provider outages are real failure modes. Own build-versus-buy, technical debt, secure-by-design architecture, responsible AI, and the engineering and AI cost structure down to inference and token spend. In the first week, expect to: Learn Toptal’s model and platform architecture, and meet the leaders you will depend on across Engineering, Product, Industries, and Services. Establish a direct, working rhythm with the CEO. In the first month, expect to: Assess the engineering function honestly, and assess AI maturity with it: what is really in production, what is measured, what is duplicated, and what should be shut down. Assess the team against the bar this role requires, and bring the executive team a strategy no one asked you for. In the first three months, expect to: Be executing your own plan, with a review cadence and clear accountability at every level, and your resourcing plan presented. Stand up the shared AI architecture and evals, and put one agentic workflow into production with a baseline and a measured result. In the first six months, expect to: Show business impact from agents in production in at least two core workflows, with the evidence behind it. Have the leadership team you need, with the bar visibly raised, and throughput and reliability moving on the paths that matter most. In the first year, expect to: Run an engineering organization recognized inside and outside Toptal as one of the most advanced in the industry, with the pull on AI now coming from engineering. Have AI leverage embedded in the architecture and the operating model, not living in a portfolio of pilots, and the team you built delivering against plan. Qualifications and Job Requirements: Bachelor’s degree in Computer Science, Engineering, or a related technical field is required, and an advanced degree is strongly preferred. 15+ years of progressive engineering leadership, including significant time as a CTO or VP of Engineering, or as a direct report to one at meaningful scale. Deep, current, hands-on command of modern AI engineering: foundation models, agentic architectures, harness design, retrieval, context engineering, fine-tuning, and evaluation. You have shipped and operated these in production, and you know how to build and fine-tune foundation models from the ground up. Agentic systems deployed at scale against real business processes, with measured outcomes on cost, cycle time, quality, or revenue, and a record of retiring what did not work. Rigor about evaluation. You can explain precisely how you knew a model, prompt, or agent change was an improvement, and you can show the evidence. Command of the economics underneath it: model routing, hosted versus self-hosted, inference capacity, latency and cost budgets, and staying portable across providers. Further ahead on AI than the executives around you, able to teach it, and proven at moving an organization to adopt something it was not asking for. You create strategy rather than administer it, and you win arguments on evidence rather than authority, including your view on what a team should look like in the age of AI. Proven ownership of resourcing and workforce planning, and a hiring track record you can quantify. You have made the hard calls when someone was not clearing the bar. Currently hands-on. You read and write code, you can take apart a design document or an eval harness and find the flaw in it, and you command distributed systems, service architecture, data-intensive applications, and cloud infrastructure at scale. Experience scaling and modernizing a large existing codebase without stopping the business. You have replaced load-bearing systems in flight, not only built greenfield. Experience leading a globally distributed, remote team at a technology or hyper-growth company is required. A high-volume, two-sided marketplace or multi-tenant platform is a significant plus. Outstanding written and verbal communication skills. Speed, ownership, and quality. You move with urgency, decide without perfect information, and treat everything you deliver as a reflection of yourself. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do. About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe , Toptal is the world’s largest fully remote workforce . We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Position Description: As Chief Technology Officer, you will drive execution for the product and engineering teams and put AI at the core of everything the company builds. You will own Toptal’s full technical architecture and you will build it AI-first—utilizing best practices for agentic engineering. AI is not a workstream inside the engineer team—its core to it. You will create and own the AI architecture and best practices the rest of the company utilizes. You will also own the initiatives that put agents into production. You should know how to build and fine-tune foundation models from the ground up, how to engineer best-in-class harnesses, and how to create best practices for agentic engineering that engineering teams adopt to 10x their productivity—without sacrificing quality. Your mindset will be that of a builder and an architect, someone who solves problems in the system itself. No problem will be too large or too small for you to solve yourself. You will set the technical direction and hold the cadenced meetings that turns technical strategy into working, production-ready outcomes. You will be in the design reviews and in the code, not adjacent to them. You will move fast, and you will ensure our engineering team is never the reason an initiative slows down. You are the technical owner of all Toptal’s products. You will collaborate closely with Product to design infrastructure that exposes Toptal’s core business logic through modular interfaces the rest of the business can build on. Alongside a group of hands-on executives, your engineering discipline directly shapes Toptal’s growth, profitability, and operational excellence. You will own resourcing and workforce planning as a doer: scoping the work, sizing the teams, planning headcount against it, defining the role and the bar for every seat. None of that is beneath the role, and we are not interested in someone who thinks these tasks can be done properly by handing it off to HR. Hiring is the highest-leverage work you do, and we want someone who is visibly excited about hiring A-players—with a sense of urgency. Then, you lead the team. You will set the standards, develop people against those standards, and know exactly who is meeting those standards. You will be one of Toptal’s foremost experts on AI, and you will stay ahead of a field that never stops moving. You will coach engineers on agentic best practices, show the executive team what is newly possible with the new AI tooling, and push AI into every function at Toptal. This role runs on high-energy execution and attention to detail. You will bring urgency to every part of it and measure yourself on outcomes. We are not looking for someone to oversee this work. We are looking for someone to drive it and get into the detiwls. This is a remote position. Resumes and communication must be submitted in English. Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. One precondition runs through all of it: you conceive the strategy. You will form your own view of where engineering and AI should go, build the case, and bring the CEO a strategy to react to, not a request for direction. AI and agentic engineering Own Toptal’s AI technology strategy and the architecture beneath it: model selection and fine-tuning, harness design, orchestration, retrieval, context engineering, tool and MCP integration, guardrails, evaluation, and cost control, exposed as primitives every team composes against. Deploy agentic engineering at scale against the work that runs this business: matching, vetting, onboarding, delivery, and internal operations. Own the outcomes those agents are accountable for. Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality here is proven rather than claimed. Rebuild how the platform gets built and operated, raising output per engineer through AI-assisted development, review, testing, and operations. Engineers have to want this, not comply with it, and creating that pull is on you. Team, resourcing, and accountability Decide what a team should look like now that the roles have blurred, where the product manager believes they can design and code, the engineer believes they can do product and design, and the designer believes they can code and do product. Own resourcing and workforce planning: scope the roadmap into buildable work, plan headcount and sequence, write the specs, and hit time-sensitive hiring commitments. Own the bar for the team: assess talent honestly, develop people against the bar, and hold it as the organization grows. Platform and execution Own the architecture end to end, from services and data flows to interfaces and system boundaries, and hold the standards that keep it coherent as it grows. Own throughput, reliability, and the platform layer beneath them, including the AI-dependent paths where latency, drift, and provider outages are real failure modes. Own build-versus-buy, technical debt, secure-by-design architecture, responsible AI, and the engineering and AI cost structure down to inference and token spend. In the first week, expect to: Learn Toptal’s model and platform architecture, and meet the leaders you will depend on across Engineering, Product, Industries, and Services. Establish a direct, working rhythm with the CEO. In the first month, expect to: Assess the engineering function honestly, and assess AI maturity with it: what is really in production, what is measured, what is duplicated, and what should be shut down. Assess the team against the bar this role requires, and bring the executive team a strategy no one asked you for. In the first three months, expect to: Be executing your own plan, with a review cadence and clear accountability at every level, and your resourcing plan presented. Stand up the shared AI architecture and evals, and put one agentic workflow into production with a baseline and a measured result. In the first six months, expect to: Show business impact from agents in production in at least two core workflows, with the evidence behind it. Have the leadership team you need, with the bar visibly raised, and throughput and reliability moving on the paths that matter most. In the first year, expect to: Run an engineering organization recognized inside and outside Toptal as one of the most advanced in the industry, with the pull on AI now coming from engineering. Have AI leverage embedded in the architecture and the operating model, not living in a portfolio of pilots, and the team you built delivering against plan. Qualifications and Job Requirements: Bachelor’s degree in Computer Science, Engineering, or a related technical field is required, and an advanced degree is strongly preferred. 15+ years of progressive engineering leadership, including significant time as a CTO or VP of Engineering, or as a direct report to one at meaningful scale. Deep, current, hands-on command of modern AI engineering: foundation models, agentic architectures, harness design, retrieval, context engineering, fine-tuning, and evaluation. You have shipped and operated these in production, and you know how to build and fine-tune foundation models from the ground up. Agentic systems deployed at scale against real business processes, with measured outcomes on cost, cycle time, quality, or revenue, and a record of retiring what did not work. Rigor about evaluation. You can explain precisely how you knew a model, prompt, or agent change was an improvement, and you can show the evidence. Command of the economics underneath it: model routing, hosted versus self-hosted, inference capacity, latency and cost budgets, and staying portable across providers. Further ahead on AI than the executives around you, able to teach it, and proven at moving an organization to adopt something it was not asking for. You create strategy rather than administer it, and you win arguments on evidence rather than authority, including your view on what a team should look like in the age of AI. Proven ownership of resourcing and workforce planning, and a hiring track record you can quantify. You have made the hard calls when someone was not clearing the bar. Currently hands-on. You read and write code, you can take apart a design document or an eval harness and find the flaw in it, and you command distributed systems, service architecture, data-intensive applications, and cloud infrastructure at scale. Experience scaling and modernizing a large existing codebase without stopping the business. You have replaced load-bearing systems in flight, not only built greenfield. Experience leading a globally distributed, remote team at a technology or hyper-growth company is required. A high-volume, two-sided marketplace or multi-tenant platform is a significant plus. Outstanding written and verbal communication skills. Speed, ownership, and quality. You move with urgency, decide without perfect information, and treat everything you deliver as a reflection of yourself. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do.

Posted 1 week ago

About ActAI There are over 5 billion users using basic applications today such email, notes, tasks, calendar and they're not AI-native. Our mission is to build proactive applications for anyone in the world, who are not used to complex prompting. We aim to bring intelligence to conversations, errands, organising and workflows, with minimal to no prompting. Our product focuses on achieving high reliability for long-running workflows, persistent context, and real-world task completion. We believe products will greatly reduce hallucinations. Our objective is to organise anyone's life, allowing us all to spend time on valuable and meaningful things About the Role The CTO will own technology strategy, architecture and engineering standards across the Group. This is a technical leadership role for someone who can operate across multiple businesses while remaining close to systems, architecture and engineering execution. What you will be doing Own architecture and major technical decisions across group products and platforms. Review critical systems, architecture, infrastructure and code directly. Set engineering standards across reliability, security, performance, testing and code quality. Identify technical debt and architecture constraints and drive their resolution. Improve engineering productivity, development speed and production reliability. Decide where technology and infrastructure should be shared across Group businesses. Recruit and assess senior engineers, technical leads and engineering leaders. What you will need Deep software engineering background with experience building and scaling production systems. Strong knowledge of backend systems, APIs, databases, cloud infrastructure and distributed systems. Experience making architecture decisions across multiple products or engineering teams. Strong technical judgement and ability to challenge engineering decisions at implementation level. Capable of building world-class engineering teams. Still technically hands-on - able to review code, architecture, incidents and difficult engineering problems directly.

Posted 3 weeks ago

Alloy Partners seeks a Chief Technology Officer and Co-Founder for their StealthCo platform in ambient AI, aimed at enhancing nursing and medical care through innovative technology. This hands-on role requires building the platform from the ground up, with a focus on computer vision and AI. The CTO will collaborate closely with the founding CEO and take ownership of the architecture, data pipeline, and deployment strategies. Ideal candidates have experience in computer vision, enterprise IT, and the ability to engage with clinical and IT teams, making this a pivotal role in revolutionizing healthcare delivery.

Posted 3 weeks ago

Job Summary About Fuze Health At Fuze Health, we put patients first and tirelessly address the most pressing needs in healthcare. We empower millions to digitally connect with care providers, essential health resources and needed treatments – and enable care providers, employers, health plans and life sciences companies to meaningfully enhance quality, outcomes and value. We are dedicated to helping our partners evolve and modernize to meet emerging patient and marketplace needs. Fuze Health’s foundation is built upon the strategic combination of several proven, technology-powered innovators in the digital health, diagnostics, and pharmacy sectors. Together, we have the shared vision, advanced capabilities and talented teams to deliver next-generation solutions that patients and healthcare partners need today and into the future. Job Description We are seeking a dynamic Chief Technology Officer (CTO) to lead and scale our Rx engineering organization in the next chapter of innovation and growth. The ideal candidate will have a proven track record of building and mentoring high-performing teams, delivering innovative products and services, and driving operational excellence. Deep experience with AI and machine learning is essential, including a passion for leveraging large language models (LLMs) to accelerate product innovation, enhance efficiency, and unlock new capabilities across the business. As a key member of the executive team, the CTO will provide strategic thought leadership, partnering with the CEO and C-suite to shape the company’s technology roadmap. This leader must set a high bar for accountability and inspire a culture of excellence, execution, and continuous improvement within the engineering organization. In addition, the CTO will be responsible for identifying and addressing technical debt, evolving our infrastructure, and implementing scalable systems and processes to improve engineering productivity and enable sustained velocity. Job Description Key Responsibilities Define and Champion FuzeRx's Technology Vision and Strategy: Take the lead in shaping FuzeRx's future, leveraging your deep expertise in AI, machine learning, and large language models (LLMs) to drive innovation, efficiency, and new capabilities across the business. Ensure Scalability, Reliability, and Security: Oversee FuzeRx's technology infrastructure to ensure it scales effectively, operates seamlessly, and maintains high standards of security as the company grows and evolves. Drive Strategic Alignment: Collaborate closely with the CEO and C-suite to define company strategy, shaping FuzeRx's technology roadmap to align with overarching business goals and driving key performance metrics. Own the Tech Development Lifecycle: Lead the engineering organization through the end-to-end product development lifecycle, consistently delivering innovative products that meet or exceed customer expectations and create meaningful impact. Inspire a World-Class Technology Organization: Build, mentor, and inspire a high-performing team, setting a high bar for accountability and execution, and fostering a culture of continuous improvement. Establish and Execute Product Roadmaps: Set priorities and drive product roadmaps that enable exponential growth and transform the patient experience, ensuring alignment with both short-term and long-term business objectives. Champion User-Centric Design: Drive solutions that directly address critical challenges for patients and healthcare professionals, using innovative technology to improve healthcare delivery. Establish and Evangelize Best Practices: Lead the charge in establishing best practices across the technology organization, fostering a culture of innovation, collaboration, and excellence in execution. Evolve FuzeRx's Platform Architecture: Oversee the continuous evolution of FuzeRx's platform, anticipating market needs and implementing scalable systems and processes that drive sustained productivity and velocity. Identify and Integrate Cutting-Edge Technologies: Stay at the forefront of technological advancements, identifying and integrating cutting-edge technologies that enhance FuzeRx's offerings and strengthen its competitive edge. Cultivate an Inclusive, High-Performing Engineering Culture: Foster an inclusive, collaborative environment where teams are empowered to innovate, thrive, and contribute to FuzeRx’s vision and mission. Collaborate Cross-Functionally: Partner with product, science, and business teams to ensure technology initiatives are aligned with company goals, ensuring seamless execution of strategic priorities across the organization. Develop and Mentor the Next Generation of Leaders: Invest in developing high-potential leaders and technical talent, building a strong leadership pipeline and nurturing the next generation of technology leaders at FuzeRx. Drive Communication and Collaboration: Ensure effective communication and collaboration across all teams to facilitate flawless execution of strategic priorities, ensuring alignment and synergy throughout the organization. Required Experience Qualifications Minimum Qualifications: Bachelor’s degree in Computer Science, Engineering, Math, or closely-related technical field. 15+ years of progressive leadership experience across product, engineering, and data science functions, with at least seven years in executive roles at a high-growth startup or a large, complex technology organization. Demonstrated ability to build and scale high-performing, cross-functional global teams of 100+ across engineering, data science and product, including experience managing remote or distributed teams. Proven track record of scaling customer-facing digital products or platforms from early stages to significant user base, with quantifiable impact on key business metrics (e.g., revenue, market share, customer acquisition cost, retention). Deep understanding of modern software development methodologies, data analytics, and AI/ML frameworks and their application in a business context. Hands-on experience with cloud platforms (AWS), containerization (Docker/Kubernetes), modern front-end frameworks (React and React Native), and API-first design principles. Demonstrated ability to drive product and technology innovation that has resulted in significant improvements in business outcomes (e.g., increased customer satisfaction, market share, revenue, or operational efficiency). Exceptional communication and presentation skills, with the ability to articulate complex technical concepts clearly and persuasively to both technical and non-technical audiences, including board members and investors. Proven experience leading Agile teams and driving cross-functional collaboration to deliver on complex product and technology roadmaps. Experience with OKRs or other performance management frameworks is a plus. Thrive in a highly regulated healthcare technology environment Ability to travel up to 20% of the time Preferred Qualifications: MBA or advanced degree in Computer Science, Engineering, or a related technical field. Deep and demonstrable experience in healthcare technology, specifically within the pharmacy industry or related healthcare systems. A proven track record of navigating complex regulatory landscapes (e.g., HIPAA, FDA) is a significant advantage. Extensive experience with SaaS platforms, subscription-based models, and ideally, B2B2C business models within a regulated industry. Experience scaling a B2B2C platform is highly desirable. Proven success in leading and scaling technology organizations through periods of hypergrowth and significant transformation, including experience with mergers and acquisitions or other major strategic events. Demonstrated ability to anticipate and adapt to rapidly changing market dynamics is essential. Exceptional product sense, with a demonstrated ability to translate business needs into innovative technology solutions that delight users and drive business growth. Experience with product-led growth strategies is a plus. Additional Information Additional Physical Job Requirements Physical requirements for this role include the ability to work at a computer terminal with monitor, keyboard and mouse for extended periods of time, stoop, bend, and reach for equipment and supplies, make frequent repetitive motions required to operate a computer that include the wrists, hands and fingers, and lift, carry, push, pull, and move light objects up to 20 pounds. The role also requires the ability to effectively communicate through verbal interactions, discern auditory information, and visually perceive details to perform essential job functions. Consistent with the Americans with Disabilities Act (ADA) and similar applicable state laws, it is Fuze Health’s policy to provide reasonable accommodation to enable qualified individuals with disabilities to perform essential job functions, unless such accommodation would cause an undue hardship. Salary and Benefits Salary Range : $375,000 - $400,000 Commission Eligible: No Travel : Yes up to 20% of the time Location Requirement: Fuze Health is limited to individuals residing in the following states: Alabama, Arizona, Arkansas, Colorado, Connecticut, Florida, Georgia, Hawaii, Idaho, Illinois, Indiana, Iowa, Kansas, Kentucky, Maryland, Massachusetts, Michigan, Minnesota, Missouri, Nevada, New Hampshire, New Mexico, North Carolina, Ohio, Oklahoma, Oregon, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Vermont, Virginia, Wisconsin. Employment Authorization Requirement: Applicants must be authorized to work for any employer in the U.S. Alto Pharmacy, Fuze Health, LetsGetChecked, and Fuze Care Services can not take over, transfer, or sponsor any visa type at this time. Benefits - Fuze Health Full-time employee benefits include: dental, vision, and multiple group medical plans to choose from, a 401(k) retirement savings plan, group life insurance, accidental death and dismemberment (AD D) insurance, flexible spending account (FSA) and health savings account (HSA), commuter benefits, employer-paid short-term (STD) and long-term disability (LTD) insurance, and additional supplemental insurance plans (spouse life insurance, legal insurance, an employee assistance program, home health testing kits, and a fertility medication discount program). Employees are also provided flexible vacation time, accrued paid sick time, 10 paid holidays, (2 floating holidays for full time non-exempt employees) , and eight weeks of paid parental leave for eligible employees, additional paid weeks for the birthing parent, 4 weeks paid caregiver leave, and a Lifestyle Spending Account allowance each month. More Benefits Information Here: Fuze Health Benefits Site The application deadline is Oct. 31st 2026. This application deadline may be extended based on business needs. #LI-Remote Equal Opportunity Employer Fuze Health is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, national origin, religion, sex, gender identity, sexual orientation, age, disability, veteran status, or any other legally protected basis. If you have a disability and require reasonable accommodation during any portion of the application or hiring process, please contact us at [email protected] . Fuze Health considers qualified applicants with arrest or conviction records for employment and conducts background checks consistent with applicable law, including the California, Los Angeles County, San Francisco, Philadelphia, and New York City Fair Chance laws. We are an E-Verify participating company. Use of Automated Decision Tools Fuze Health recruiters and hiring managers may use automated decision tools to help identify candidates who match the stated job requirements, and to what extent. These tools are designed to help ensure fairness in all aspects of the hiring process by providing recruiters and hiring managers with data-backed insights based on information provided in your resume, including work experience, education, and other skills. Fuze Health does not use automated decision tools to make hiring decisions; hiring decisions always involve human review and input. If you have any questions or would like to request an alternative process, please contact us a t [email protected] . Privacy Notice To learn about Fuze Health’s privacy practices, including compliance with applicable privacy laws, please read our Privacy Notice for Job Applicants .

Posted 5 days ago

About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe , Toptal is the world’s largest fully remote workforce . We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Position Description: As Chief Technology Officer, you will drive execution for the product and engineering teams and put AI at the core of everything the company builds. You will own Toptal’s full technical architecture and you will build it AI-first—utilizing best practices for agentic engineering. AI is not a workstream inside the engineer team—its core to it. You will create and own the AI architecture and best practices the rest of the company utilizes. You will also own the initiatives that put agents into production. You should know how to build and fine-tune foundation models from the ground up, how to engineer best-in-class harnesses, and how to create best practices for agentic engineering that engineering teams adopt to 10x their productivity—without sacrificing quality. Your mindset will be that of a builder and an architect, someone who solves problems in the system itself. No problem will be too large or too small for you to solve yourself. You will set the technical direction and hold the cadenced meetings that turns technical strategy into working, production-ready outcomes. You will be in the design reviews and in the code, not adjacent to them. You will move fast, and you will ensure our engineering team is never the reason an initiative slows down. You are the technical owner of all Toptal’s products. You will collaborate closely with Product to design infrastructure that exposes Toptal’s core business logic through modular interfaces the rest of the business can build on. Alongside a group of hands-on executives, your engineering discipline directly shapes Toptal’s growth, profitability, and operational excellence. You will own resourcing and workforce planning as a doer: scoping the work, sizing the teams, planning headcount against it, defining the role and the bar for every seat. None of that is beneath the role, and we are not interested in someone who thinks these tasks can be done properly by handing it off to HR. Hiring is the highest-leverage work you do, and we want someone who is visibly excited about hiring A-players—with a sense of urgency. Then, you lead the team. You will set the standards, develop people against those standards, and know exactly who is meeting those standards. You will be one of Toptal’s foremost experts on AI, and you will stay ahead of a field that never stops moving. You will coach engineers on agentic best practices, show the executive team what is newly possible with the new AI tooling, and push AI into every function at Toptal. This role runs on high-energy execution and attention to detail. You will bring urgency to every part of it and measure yourself on outcomes. We are not looking for someone to oversee this work. We are looking for someone to drive it and get into the detiwls. This is a remote position. Resumes and communication must be submitted in English. Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. One precondition runs through all of it: you conceive the strategy. You will form your own view of where engineering and AI should go, build the case, and bring the CEO a strategy to react to, not a request for direction. AI and agentic engineering Own Toptal’s AI technology strategy and the architecture beneath it: model selection and fine-tuning, harness design, orchestration, retrieval, context engineering, tool and MCP integration, guardrails, evaluation, and cost control, exposed as primitives every team composes against. Deploy agentic engineering at scale against the work that runs this business: matching, vetting, onboarding, delivery, and internal operations. Own the outcomes those agents are accountable for. Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality here is proven rather than claimed. Rebuild how the platform gets built and operated, raising output per engineer through AI-assisted development, review, testing, and operations. Engineers have to want this, not comply with it, and creating that pull is on you. Team, resourcing, and accountability Decide what a team should look like now that the roles have blurred, where the product manager believes they can design and code, the engineer believes they can do product and design, and the designer believes they can code and do product. Own resourcing and workforce planning: scope the roadmap into buildable work, plan headcount and sequence, write the specs, and hit time-sensitive hiring commitments. Own the bar for the team: assess talent honestly, develop people against the bar, and hold it as the organization grows. Platform and execution Own the architecture end to end, from services and data flows to interfaces and system boundaries, and hold the standards that keep it coherent as it grows. Own throughput, reliability, and the platform layer beneath them, including the AI-dependent paths where latency, drift, and provider outages are real failure modes. Own build-versus-buy, technical debt, secure-by-design architecture, responsible AI, and the engineering and AI cost structure down to inference and token spend. In the first week, expect to: Learn Toptal’s model and platform architecture, and meet the leaders you will depend on across Engineering, Product, Industries, and Services. Establish a direct, working rhythm with the CEO. In the first month, expect to: Assess the engineering function honestly, and assess AI maturity with it: what is really in production, what is measured, what is duplicated, and what should be shut down. Assess the team against the bar this role requires, and bring the executive team a strategy no one asked you for. In the first three months, expect to: Be executing your own plan, with a review cadence and clear accountability at every level, and your resourcing plan presented. Stand up the shared AI architecture and evals, and put one agentic workflow into production with a baseline and a measured result. In the first six months, expect to: Show business impact from agents in production in at least two core workflows, with the evidence behind it. Have the leadership team you need, with the bar visibly raised, and throughput and reliability moving on the paths that matter most. In the first year, expect to: Run an engineering organization recognized inside and outside Toptal as one of the most advanced in the industry, with the pull on AI now coming from engineering. Have AI leverage embedded in the architecture and the operating model, not living in a portfolio of pilots, and the team you built delivering against plan. Qualifications and Job Requirements: Bachelor’s degree in Computer Science, Engineering, or a related technical field is required, and an advanced degree is strongly preferred. 15+ years of progressive engineering leadership, including significant time as a CTO or VP of Engineering, or as a direct report to one at meaningful scale. Deep, current, hands-on command of modern AI engineering: foundation models, agentic architectures, harness design, retrieval, context engineering, fine-tuning, and evaluation. You have shipped and operated these in production, and you know how to build and fine-tune foundation models from the ground up. Agentic systems deployed at scale against real business processes, with measured outcomes on cost, cycle time, quality, or revenue, and a record of retiring what did not work. Rigor about evaluation. You can explain precisely how you knew a model, prompt, or agent change was an improvement, and you can show the evidence. Command of the economics underneath it: model routing, hosted versus self-hosted, inference capacity, latency and cost budgets, and staying portable across providers. Further ahead on AI than the executives around you, able to teach it, and proven at moving an organization to adopt something it was not asking for. You create strategy rather than administer it, and you win arguments on evidence rather than authority, including your view on what a team should look like in the age of AI. Proven ownership of resourcing and workforce planning, and a hiring track record you can quantify. You have made the hard calls when someone was not clearing the bar. Currently hands-on. You read and write code, you can take apart a design document or an eval harness and find the flaw in it, and you command distributed systems, service architecture, data-intensive applications, and cloud infrastructure at scale. Experience scaling and modernizing a large existing codebase without stopping the business. You have replaced load-bearing systems in flight, not only built greenfield. Experience leading a globally distributed, remote team at a technology or hyper-growth company is required. A high-volume, two-sided marketplace or multi-tenant platform is a significant plus. Outstanding written and verbal communication skills. Speed, ownership, and quality. You move with urgency, decide without perfect information, and treat everything you deliver as a reflection of yourself. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do. Essential Job Functions Regularly and reliably attend scheduled virtual team meetings on camera. Work independently with minimal supervision. Use all required digital collaboration tools. Prioritize and self-manage workflows and deadlines. US FLSA Classification: Full-Time/Exempt About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe , Toptal is the world’s largest fully remote workforce . We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Position Description: As Chief Technology Officer, you will drive execution for the product and engineering teams and put AI at the core of everything the company builds. You will own Toptal’s full technical architecture and you will build it AI-first—utilizing best practices for agentic engineering. AI is not a workstream inside the engineer team—its core to it. You will create and own the AI architecture and best practices the rest of the company utilizes. You will also own the initiatives that put agents into production. You should know how to build and fine-tune foundation models from the ground up, how to engineer best-in-class harnesses, and how to create best practices for agentic engineering that engineering teams adopt to 10x their productivity—without sacrificing quality. Your mindset will be that of a builder and an architect, someone who solves problems in the system itself. No problem will be too large or too small for you to solve yourself. You will set the technical direction and hold the cadenced meetings that turns technical strategy into working, production-ready outcomes. You will be in the design reviews and in the code, not adjacent to them. You will move fast, and you will ensure our engineering team is never the reason an initiative slows down. You are the technical owner of all Toptal’s products. You will collaborate closely with Product to design infrastructure that exposes Toptal’s core business logic through modular interfaces the rest of the business can build on. Alongside a group of hands-on executives, your engineering discipline directly shapes Toptal’s growth, profitability, and operational excellence. You will own resourcing and workforce planning as a doer: scoping the work, sizing the teams, planning headcount against it, defining the role and the bar for every seat. None of that is beneath the role, and we are not interested in someone who thinks these tasks can be done properly by handing it off to HR. Hiring is the highest-leverage work you do, and we want someone who is visibly excited about hiring A-players—with a sense of urgency. Then, you lead the team. You will set the standards, develop people against those standards, and know exactly who is meeting those standards. You will be one of Toptal’s foremost experts on AI, and you will stay ahead of a field that never stops moving. You will coach engineers on agentic best practices, show the executive team what is newly possible with the new AI tooling, and push AI into every function at Toptal. This role runs on high-energy execution and attention to detail. You will bring urgency to every part of it and measure yourself on outcomes. We are not looking for someone to oversee this work. We are looking for someone to drive it and get into the detiwls. This is a remote position. Resumes and communication must be submitted in English. Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. One precondition runs through all of it: you conceive the strategy. You will form your own view of where engineering and AI should go, build the case, and bring the CEO a strategy to react to, not a request for direction. AI and agentic engineering Own Toptal’s AI technology strategy and the architecture beneath it: model selection and fine-tuning, harness design, orchestration, retrieval, context engineering, tool and MCP integration, guardrails, evaluation, and cost control, exposed as primitives every team composes against. Deploy agentic engineering at scale against the work that runs this business: matching, vetting, onboarding, delivery, and internal operations. Own the outcomes those agents are accountable for. Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality here is proven rather than claimed. Rebuild how the platform gets built and operated, raising output per engineer through AI-assisted development, review, testing, and operations. Engineers have to want this, not comply with it, and creating that pull is on you. Team, resourcing, and accountability Decide what a team should look like now that the roles have blurred, where the product manager believes they can design and code, the engineer believes they can do product and design, and the designer believes they can code and do product. Own resourcing and workforce planning: scope the roadmap into buildable work, plan headcount and sequence, write the specs, and hit time-sensitive hiring commitments. Own the bar for the team: assess talent honestly, develop people against the bar, and hold it as the organization grows. Platform and execution Own the architecture end to end, from services and data flows to interfaces and system boundaries, and hold the standards that keep it coherent as it grows. Own throughput, reliability, and the platform layer beneath them, including the AI-dependent paths where latency, drift, and provider outages are real failure modes. Own build-versus-buy, technical debt, secure-by-design architecture, responsible AI, and the engineering and AI cost structure down to inference and token spend. In the first week, expect to: Learn Toptal’s model and platform architecture, and meet the leaders you will depend on across Engineering, Product, Industries, and Services. Establish a direct, working rhythm with the CEO. In the first month, expect to: Assess the engineering function honestly, and assess AI maturity with it: what is really in production, what is measured, what is duplicated, and what should be shut down. Assess the team against the bar this role requires, and bring the executive team a strategy no one asked you for. In the first three months, expect to: Be executing your own plan, with a review cadence and clear accountability at every level, and your resourcing plan presented. Stand up the shared AI architecture and evals, and put one agentic workflow into production with a baseline and a measured result. In the first six months, expect to: Show business impact from agents in production in at least two core workflows, with the evidence behind it. Have the leadership team you need, with the bar visibly raised, and throughput and reliability moving on the paths that matter most. In the first year, expect to: Run an engineering organization recognized inside and outside Toptal as one of the most advanced in the industry, with the pull on AI now coming from engineering. Have AI leverage embedded in the architecture and the operating model, not living in a portfolio of pilots, and the team you built delivering against plan. Qualifications and Job Requirements: Bachelor’s degree in Computer Science, Engineering, or a related technical field is required, and an advanced degree is strongly preferred. 15+ years of progressive engineering leadership, including significant time as a CTO or VP of Engineering, or as a direct report to one at meaningful scale. Deep, current, hands-on command of modern AI engineering: foundation models, agentic architectures, harness design, retrieval, context engineering, fine-tuning, and evaluation. You have shipped and operated these in production, and you know how to build and fine-tune foundation models from the ground up. Agentic systems deployed at scale against real business processes, with measured outcomes on cost, cycle time, quality, or revenue, and a record of retiring what did not work. Rigor about evaluation. You can explain precisely how you knew a model, prompt, or agent change was an improvement, and you can show the evidence. Command of the economics underneath it: model routing, hosted versus self-hosted, inference capacity, latency and cost budgets, and staying portable across providers. Further ahead on AI than the executives around you, able to teach it, and proven at moving an organization to adopt something it was not asking for. You create strategy rather than administer it, and you win arguments on evidence rather than authority, including your view on what a team should look like in the age of AI. Proven ownership of resourcing and workforce planning, and a hiring track record you can quantify. You have made the hard calls when someone was not clearing the bar. Currently hands-on. You read and write code, you can take apart a design document or an eval harness and find the flaw in it, and you command distributed systems, service architecture, data-intensive applications, and cloud infrastructure at scale. Experience scaling and modernizing a large existing codebase without stopping the business. You have replaced load-bearing systems in flight, not only built greenfield. Experience leading a globally distributed, remote team at a technology or hyper-growth company is required. A high-volume, two-sided marketplace or multi-tenant platform is a significant plus. Outstanding written and verbal communication skills. Speed, ownership, and quality. You move with urgency, decide without perfect information, and treat everything you deliver as a reflection of yourself. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do. Essential Job Functions Regularly and reliably attend scheduled virtual team meetings on camera. Work independently with minimal supervision. Use all required digital collaboration tools. Prioritize and self-manage workflows and deadlines. US FLSA Classification: Full-Time/Exempt

Posted 1 week ago

Job Details CNO Financial Group, Inc. (NYSE: CNO) is a leading insurance and financial services company focused on securing the future of middle‑income America. Through brands such as Bankers Life, Colonial Penn and Washington National, CNO delivers life and health insurance, annuities, financial services, and workforce benefits to more than 3.3 million policyholders, supported by $38.3 billion in total assets. With a strong financial foundation, national presence, and a culture rooted in integrity, excellence, and people‑first values, CNO offers meaningful opportunities for professional growth and impact across its U.S. locations, including its headquarters in Carmel, Indiana. CNO Financial Group’s IT Team is hiring a VP, Chief Technology Officer who is responsible for leading CNO's technology strategy, infrastructure, and modernization initiatives to support business growth, innovation, and operational excellence. The role oversees enterprise infrastructure, cloud and platform services, data center and mainframe operations, end-user technology, and the adoption of AI and intelligent automation to improve efficiency and enhance business outcomes. The VP, CTO is accountable for technology operations, service management, vendor and sourcing strategies, financial performance, and technology governance, ensuring secure, reliable, and cost-effective technology services that support the organization's strategic objectives. Core responsibilities and deliverables : Develop and execute the enterprise technology strategy, including infrastructure, cloud, and platform modernization initiatives. Lead the adoption of AI, intelligent automation, and emerging technologies to improve operational efficiency and business outcomes. Oversee enterprise infrastructure, end-user services, technology operations, and service management to ensure secure, reliable, and high-performing technology services. Drive infrastructure transformation efforts, including cloud migration, legacy platform modernization, disaster recovery, and technical debt reduction. Lead strategic vendor, managed service provider, and offshore delivery relationships, including sourcing, contract negotiations, service level and outcome commitments, performance management, and cost optimization. Ensure effective technology governance, security, compliance, and operational excellence across the technology organization. Manage technology budgets, financial planning, forecasting, and the performance of significant technology investments. Partner with business and technology leaders to align technology capabilities, priorities, and services with enterprise objectives. Build and maintain strong relationships with stakeholders while fostering a culture of collaboration, innovation, and continuous improvement. What you’ll need (Minimum requirements) : Bachelor’s degree in Computer Science, Information Technology, Business or related discipline. 15 years of leadership experience in leading/managing cross-functional teams, including offshore teams, to deliver large-scale transformations and initiatives on time and within budget. Proven experience in a senior leadership role overseeing technology strategies in a complex organization. Proven experience leading an infrastructure organization or a broader IT organization that includes infrastructure functions such as mainframe, end user, and data center technologies. The ability to travel both domestically and internationally as needed. Exceptional leadership, collaboration, and stakeholder management skills with the ability to influence across the organization. Strong communication skills with the ability to translate complex technical concepts into clear business value for executive and non-technical audiences. What will set you apart (Preferred experience): Master’s degree in Computer Science, Information Technology, Business or related discipline. Experience leveraging AI technologies to drive operational efficiency, automation, and transformation within infrastructure or IT organizations. Deep understanding of cloud infrastructure, cybersecurity, end-user technology, networks, and legacy platform modernization. CNO Financial Group offers the following benefits for this position, subject to applicable eligibility requirements: Medical, Dental, and Vision insurance Performance-based bonus or sales incentive 401(k) retirement plan with company match Short-term long-term disability insurance Paid time off and 10 corporate holidays Paid parental leave Company-paid life insurance Mental Financial Well-Being resources Click on this link for additional information. CNO supports a flexible work environment and encourages Associates to work where they are most productive. This position may work fully remote from any US-based location. All work must be performed within the United States, and occasional travel to corporate offices, including international travel, may be required. Associates living within 60 miles of a corporate office (Carmel, IN or Chicago, IL) have access to work from that location as needed. The stated pay range is based on a national-average location. Actual salary is determined by factors including relevant work experience, skills and location. This position is also eligible for CNO’s performance-based annual bonus program. #LI-CD1 Compensation Pay Range: $254,200.00 - $381,400.00 Annual We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender, gender expression, sexual orientation, age, marital status, veteran status, or disability status. We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

Posted 2 weeks ago

Alloy Partners, a venture builder aligned with the University of Notre Dame, is seeking a hands-on Chief Technology Officer and Co-Founder to develop the StealthCo platform. The role focuses on enhancing nursing and medical care through an ambient AI platform that provides real-time support via existing hospital infrastructure. Responsibilities include building computer vision capabilities, managing data assets, and ensuring successful technology deployment. This builder role emphasizes creating a viable product, rather than research, and requires leadership in technical conversations with clinical and IT teams.

Posted 3 weeks ago

Chief Technology Officer (CTO), Artificial Intelligence (AI) Required, Work From Home We are looking for a Chief Technology Officer (CTO) who can think clearly about systems, make strong technical decisions, and help build the engineering organization from the ground up. The Chief Technology Officer (CTO) will be part of founding team to shape the technical direction of the company, while helping build a strong engineering team across the globe. This position is 100% Remote. MUST BE WILLING TO TAKE A 60 MINUTE CODING ASSESSMENT. Chief Technology Officer (CTO) Responsibilities: Technical Direction: - Define the long-term architecture for AI systems, infrastructure, and developer platform. - Evaluate trade-offs between speed of iteration and long-term system design. - Ensure systems are designed for scalability, reliability, and long-term evolution. - Guide key decisions across model integration, data pipelines, distributed systems, and product architecture. Engineering Leadership: - Work with engineers to translate product direction into clear technical execution. - Help structure engineering workstreams and keep teams aligned on priorities. - Maintain high engineering standards while keeping the team focused on shipping. - Establish engineering culture, development practices, and technical standards across the company. Building the Team: - Build and scale a world-class engineering team across key talent hubs including China and US. - Identify strong technical leaders and help build a high-quality engineering organization. - Define hiring standards and interview processes to maintain a high engineering bar. Coordination and Execution: - Work closely with product, research, and leadership teams. - Ensure technical workstreams move forward smoothly across teams and locations. - Help resolve cross-team technical and execution challenges. Chief Technology Officer (CTO) Qualifications: - Strong technical foundation in system architecture, large-scale systems, distributed architecture. - Artificial Intelligence (AI) experience required. - Ability to reason clearly about complex systems and make pragmatic technical decisions. - Experience building or leading high-performing engineering teams. - Strong judgment on technical trade-offs and engineering priorities. - Comfortable operating in early-stage environments with high ambiguity. - Clear communication and ability to align teams. - We are particularly interested in candidates who enjoy building teams, superior products and shaping engineering organizations. Benefits include medical insurance, Dental, Vision, Savings Plan Options, PTO, etc. Keywords: San Francisco CA Jobs, Chief Technology Officer (CTO), AI, Architecture, Artificial Intelligence, Chief Technology Officer, CTO, Data Pipelines, Distributed Systems, Engineering, Infrastructure, Product Architecture, Software Developers, Remote, Work From Home, California Recruiters, IT Jobs, California Recruiting Looking to hire a Chief Technology Officer (CTO) in San Francisco, CA or in other cities? Our IT recruiting agencies and staffing companies can help. We help companies that are looking to hire Chief Technology Officers (CTOs) for jobs in San Francisco, California and in other cities too. Please contact our IT recruiting agencies and IT staffing companies today! Please check out all of our jobs at www.nextstepsystems.com.

Posted 1 day ago

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster. The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software. * Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab. An overview of this role As a Field CTO, Public Sector at GitLab, you will serve as a trusted technical advisor for public sector customers and prospects, helping them connect DevSecOps strategy, security, and compliance goals to real business and mission outcomes. You will work closely with executive stakeholders during the pre-sales process, offering strategic guidance on how GitLab can support secure software delivery, modernization efforts, and platform adoption across complex environments. In this role, you will combine technical depth with executive communication. You will build relationships with leaders such as Chief Information Security Officers, Chief Security Officers, Chief Technology Officers, and chief security architects, while also partnering across GitLab with sales, marketing, and product teams. Your perspective from the field will help shape customer conversations, influence go-to-market strategy, and inform how GitLab continues to serve public sector organizations. Note: This is an individual contributor, customer-facing technical advisory role; it does not include direct people management responsibilities. This role is well suited for someone who enjoys operating at the intersection of technology strategy , customer engagement , and market leadership . You will help customers understand the value of a single DevSecOps platform, contribute to industry conversations around standards and guidance, and represent GitLab in a way that reflects our values of transparency, collaboration, and results. Some examples of our projects: Supporting strategic public sector opportunities with executive-level DevSecOps and security guidance Contributing to government working groups, standards discussions, and public sector thought leadership content What you'll do Engage with customers in a technical consulting and advisory role during the pre-sales process, providing technical assistance and strategic guidance. Deliver executive-level thought leadership on DevSecOps , security, and compliance for strategic public sector opportunities, including new and growth accounts. Build and maintain relationships with customer leaders such as Chief Information Security Officers, Chief Security Officers, Chief Technology Officers, and chief security architects. Partner with the marketing team to develop content and support media engagement opportunities that increase awareness of GitLab in the public sector market. Educate customers on the value of the GitLab platform and related technologies, and support conversations across multiple levels of the organization to help enable successful deployment. Assist with requests for information and responses related to government publications and public-private partnership opportunities. Participate in and contribute to working groups connected to government publications, standards, and demonstrations. Curate and communicate public sector field feedback, collaborate on prioritization with marketing and product teams, and contribute to sales strategy, playbooks, enablement, and reusable technical content for the field. What you'll bring Demonstrated expertise in DevSecOps strategy, application security, and compliance for regulated environments, including providing risk-based guidance. Experience selling to, supporting, or working within the public sector . Experience creating and delivering technical thought leadership content (presentations, demos, written materials) independently. Working knowledge of the end-to-end software development lifecycle, including CI/CD and modern engineering and operations practices. Experience with cloud computing and modern platform architectures that support secure software delivery. Strong verbal, written, and presentation skills, with the ability to communicate technical strategy effectively to audiences ranging from executives to engineers. Comfort working in a fully remote, distributed, and asynchronous environment. Ability to coordinate across time zones and adapt schedules to customer and internal stakeholder needs. Experience in technical pre-sales, consulting, solutions architecture, or comparable customer-facing IT roles, including using GitLab (and willingness to learn quickly) to support customer conversations and demonstrations. Living in the Washington D.C. Metro area preferred Employment is contingent upon successful completion of a background check, as permitted by applicable law. About the team The Field CTO, Public Sector role works across customer-facing and internal teams to help GitLab meet the needs of public sector organizations with clarity, credibility, and deep technical insight. This role partners closely with sales, solutions, marketing, and product stakeholders to represent customer priorities, strengthen technical strategy in the field, and support GitLab's position in a highly regulated and mission-driven market. The team environment is collaborative, remote, and asynchronous, with a strong focus on sharing knowledge and turning field insight into action. The work is especially meaningful because it brings together executive advisory skills, platform expertise, and an understanding of security and compliance expectations that matter in public sector environments. Success in this role comes from being able to translate complex technical topics into clear guidance, while also helping GitLab improve how we serve this market over time. At GitLab, you'll do this work in a values-driven culture built on collaboration , results , efficiency , diversity, inclusion and belonging , iteration , and transparency . How GitLab will support you Benefits to support your health, finances, and well-being Flexible Paid Time Off Team Member Resource Groups Equity Compensation Employee Stock Purchase Plan Growth and Development Fund Parental leave Home office support Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application. How GitLab Supports Full-Time Employees Benefits to support your health, finances, and well-being Flexible Paid Time Off Team Member Resource Groups Equity Compensation Employee Stock Purchase Plan Growth and Development Fund Parental Leave Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application. Country Hiring Guidelines: GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process. Privacy Policy: Please review our Recruitment Privacy Policy. Your privacy is important to us. GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also GitLab’s EEO Policy and EEO is the Law . If you have a disability or special need that requires accommodation , please let us know during the recruiting process .

Posted 1 week ago

The Opportunity FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level equity and founder-level authority, not a salaried executive role. We are not looking for someone who manages engineers from a distance or adds AI language to a traditional CTO resume. We are looking for someone who can take a vague problem, frame it clearly, design the right system, and turn it into something customers actually use and trust. If you've gone from ambiguity to working product before — and you want to do it again with the backing of an experienced venture building team — this is the opportunity. This is a full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up. About FutureSight FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale. You'll co-create with a proven venture building team, including: John Carbrey – 4x founder, bootstrapped to $100M ARR Joshua Auslander – Seasoned CFO and strategic advisor with $200M aggregate exits Alan Smith – Globally recognized early stage validation expert, 24 products launched, an exit, 5M+ books sold Prathna Ramesh – Early-stage investor and capital strategy advisor The Partnership Founder-level equity with meaningful ownership from inception, aligned across funding rounds Founder-level authority, including co-decision rights on product, technology, hiring, fundraising, and strategy Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding A proven process and playbook for taking ventures from 0 to 1, informed by our team's prior experience and mistakes Venture building and scaling resources, including embedded design, engineering, growth, and fundraising support from day one Investor and advisor network across B2B AI and early-stage capital markets A true co-creation model in which you operate as CTO with FutureSight's cross-functional team as your partner — building alongside you. What you'll own As Co-Founder CTO, you will set the venture's technical direction and lead its execution. This is a co-founder role, not a CTO hire. Technical Direction — Own problem framing, architecture, system design, and product judgment from day one, translating rough product intent into structure, context, and specs that both humans and AI systems can execute against Build — Use modern tools and frontier models to move fast without sacrificing quality or maintainability, designing agentic systems with first-principles thinking and knowing when orchestration adds genuine leverage versus when simplicity is the better call Customer Market — Be the primary technical voice in early customer conversations, understanding real workflows and shaping the right product rather than just shipping quickly Traction Before Scale — Prove there is something worth scaling before thinking about scaling it, focusing on traction first and team-building second Capital — Contribute to fundraising, from investor conversations to due diligence Team — Recruit and grow a technical team when the time is right, and establish the cultural foundation of the company Co-Founder Profile Proven track record of shipping AI products to real users under real-world constraints — not research, experiments, or prototypes Deep practical experience with frontier models, LLM-based systems, and agentic architectures, with strong system design instincts and a bias for simplicity and maintainability Strong translation layer skills — able to turn messy product intent into clear structure, constraints, and specs that both humans and AI systems can act on Close to the customer, comfortable in customer conversations, and able to let real workflows shape what you build Rigorous about verification — feedback loops, evaluation, and systems that can be trusted Prior experience as a technical co-founder or early engineering leader, with fundraising experience a strong plus Founder at heart — energized by ambiguity, able to go far alone, and ready to commit fully How to Apply Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate. FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

Posted 3 weeks ago