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
Solid 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

📌 Chief Technology Officer (Toronto)
🏢 AimHire
📍 Toronto