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Chief Technology Officer

Toptal via Jobicy
Salary
Not Disclosed
Location
Remote (Europe, Canada, LATAM)
Type
Full Time
Deadline
16 Nov 2026
24 days left
Job Description
  • Set Toptal's AI technology strategy and the architecture under it, including model choice, fine-tuning, orchestration, retrieval, guardrails, evaluation, and cost control.
  • Deploy agentic systems across matching, vetting, onboarding, delivery, and internal operations, and own their outcomes.
  • Build measurable evaluation, regression testing, and review processes for AI quality.
  • Raise engineering output through AI-assisted development, testing, and operations.
  • Decide team structure and headcount, scope the roadmap, and own hiring.
  • Set the performance bar and develop people against it.
  • Own end-to-end platform architecture, reliability, security, and technical debt.
  • Manage engineering and AI spending, including inference and token costs.
Requirements
  • A bachelor's degree in a technical field is required; an advanced degree is preferred.
  • 15+ years of engineering leadership, including significant CTO or VP of Engineering experience.
  • Current, hands-on production experience with foundation models, agentic systems, retrieval, fine-tuning, and evaluation.
  • Measured results from agents running real business processes.
  • Rigorous evaluation methods, with evidence that changes improved outcomes.
  • Understanding of AI economics: model routing, hosted vs. self-hosted options, latency, and cost.
  • A track record of hiring and making tough performance decisions.
  • Still writes and reviews code, and has worked on distributed systems and cloud infrastructure at scale.
  • Experience modernizing large systems without stopping the business.
  • Experience leading a globally distributed remote team.
  • Excellent written and verbal communication in English.
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Posted17 Oct 2026
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