Chief Technology Officer - US-Based

📋 Description

• Own Toptal’s AI technology strategy and the architecture beneath it: model selection and
• Deploy agentic engineering at scale against the work that runs this business: matching, vetting
• Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality
• Rebuild how the platform gets built and operated, raising output per engineer through AI-assisted
• Decide what a team should look like now that roles have blurred, where product managers can design
• Own resourcing and workforce planning: scope roadmap into buildable work, plan headcount, write

🎯 Requirements

• Bachelor’s degree in Computer Science, Engineering, or related technical field required; advanced
• 15+ years of progressive engineering leadership, including significant time as a CTO, VP of
• Deep, current, hands-on command of modern AI engineering: foundation models, agentic architectures
• Experience deploying agentic systems at scale against real business processes, with measured
• Strong evaluation rigor: able to precisely explain and show evidence how model, prompt, and agent
• Command of AI economics: model routing, hosted vs self-hosted, inference capacity, latency and cost