DT Toronto, ON (Hybrid, 3 days in office) | Full time AI has changed the economics of consumer legal services, and our client wants to be the company that proves it. They're a profitable, family-owned legal services business with decades of history and a very large client base behind them. Now they want a CTO who will turn their client platform into an AI-native engine and use it to become the largest consumer law business in Canada.

You get startup speed and real ownership, with none of the fundraising anxiety. Make the client portal and case management platform AI-native across every practice area, with the goal of running 100% of new matters through AI workflows within a year Build a platform that can absorb acquired law firms and expand into new areas of consumer law Hire and grow the engineering team, plus product,



design and data, while staying hands-on yourself You've made AI genuinely useful in real workflows, and you can still write the code yourself (the process includes a coded project of about a week) ~ Real curiosity about consumer law and legal services. No legal background needed ~ Node.js, TypeScript, React, Next.js, PostgreSQL, Python, FastAPI, PHP, Google Cloud, LLMs Very strong base depending on experience, a 50% target bonus tied to goals you set with the CEO, and more.

If you want to build something that changes how everyday people get legal help, let's talk.

📌 Chief Technology Officer, AI -Native Consumer Platform (Toronto)
🏢 Calliere
📍 Toronto