Our client is a well-established Canadian legal services business , combining legal expertise, technology, and AI to transform the consumer legal experience.

They’re looking for a hands-on, product-minded CTO to lead product and engineering and build an AI-native platform for the next phase of growth.

What You’ll Do

- Lead product and engineering for an AI-native platform
- Own product strategy, roadmap, and technology
- Build scalable AI-powered workflows and client experiences
- Hire and grow a high-performing engineering team
- Stay hands-on with architecture and development
- Partner closely with the CEO and leadership team

What We’re Looking For

- 5+ years in engineering/technology leadership
- Startup CTO, co-founding CTO,



or 0→1 engineering leadership experience
- Robust product judgment and technical depth
- Proven experience applying AI/LLMs to real-world workflows
- Must be based in / able to work hybrid from Toronto

Why Join?

- Profitable, established business with startup speed
- 100,000+ clients and a massive built-in audience
- Strong growth with AI-driven margin improvement
- Opportunity to help build one of Canada’s largest consumer law businesses
- Significant end-to-end ownership across product and technology
- Strong compensation

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📌 Chief Technology Officer (Toronto)
🏢 AimHire
📍 Toronto