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Chief Technology Officer (CTO)

Remote · Canada Full-time

Role: Own Radity's technology direction and engineering organization, from delivery quality on client projects to how Radity adopts AI in building software. Stack: TypeScript, Python, Java or similar modern languages; Azure or AWS; AI-assisted development tools Experience: You have led engineering teams and senior engineers through complex enterprise software delivery, typically with about 10+ years in software engineering. English: B2 or higher, C1 ideal Contract: Full-time, indefinite B2B contract with Radity; you invoice Radity monthly in USD. Location: Remote Core hours: 09:00–18:00 CET, with evening overlap with US clients

The company Radity is a Swiss-based software engineering company of 70+ people, fully remote and working mostly with US clients, many in insurance. It is founder-managed, with direct access to the CEO.

Its teams build and run complex client platforms, and the engineering organization is growing. The next step is consistent engineering standards and AI-assisted practices across every team and project.

You lead engineers and their leads, join the leadership team and report to the CEO. This is not a hands-off executive role: you stay close to architecture and the major technical decisions.

What you'll do

  • Lead and develop engineering teams across several complex client projects.
  • Own engineering quality, delivery standards and technical direction.
  • Guide architecture, system design and major technical decisions.
  • Coach engineering leads and developers in their professional growth.
  • Turn client and stakeholder needs into practical technical plans, estimates and delivery risk control.
  • Drive AI-assisted engineering practices across teams and projects.
  • Shape hiring, team structure and engineering capabilities.

What you bring

  • Proven leadership of engineering teams as a CTO, Head of Engineering, Engineering Manager or similar.
  • Complex enterprise software projects you led to delivery.
  • Strong judgment in software architecture, system design and modern engineering practices.
  • Senior engineers and technical leads you have managed and developed.
  • Ownership of quality and technical decisions, with the trade-offs you can explain.
  • Daily use of AI tools and a plan for spreading them across teams.
  • Clear communication with clients, stakeholders and leadership.

Nice to have: insurance or insurtech experience. Not for you if you want to step away from technical decisions, or prefer managing one team over leading several.

What Radity offers

  • Indefinite contract: not tied to the end date of one project.
  • Full equipment, paid AI tools and learning budget.
  • Global team events.
  • Startup-style projects for established clients, with real influence on direction.
  • A seat on the leadership team, shaping Radity's technology strategy, engineering organization and AI adoption.

Hiring process About 2–3 weeks in total, with no take-home task. After each step, you hear from us within 2 business days, with feedback.

  1. Intro call with Radity HR,
  2. Interview with the CEO,
  3. Panel with 2 of our engineers,
  4. Offer.

If we choose another candidate after you have passed our steps, you stay in our pool for other roles.

How to apply Send your CV or LinkedIn profile; no cover letter needed, and it takes about 5 minutes. Data privacy: We assess every applicant on the same job-related criteria.

Originally posted on

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