? Hiring: Chief Technology Officer (CTO) | Toronto, Canada

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.

? Toronto, ON — Hybrid (3 days/week)

? Full-time | Law & AI

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
- Strong product judgment and technical depth
- Proven experience applying AI/LLMs to real-world workflows
- Hands-on, entrepreneurial mindset
- 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
- Chance to help build one of Canada’s largest consumer law businesses
- Significant end-to-end ownership across product and technology
- Strong compensation

Tech: Node.js, TypeScript, React, Next.js, PostgreSQL, Google Cloud, Python, FastAPI, AI/LLMs ? Interested? Reach out to us to learn more.

📌 Chief Technology Officer (Toronto)
🏢 AimHire
📍 Toronto