InsureTech Hackathon sponsored by MyChoice
Build. Ship. Get hired.
Join us for a one-day AI hackathon kickoff in Toronto — build a real AI-powered solution to an insurance-tech challenge, win cash prizes, and fast-track your way into interviews with MyChoice, who are actively hiring engineers.
📅 When & Where
Kickoff: Sunday, August 9 · 9:00 AM – 5:00 PM ET
Location: Downtown Toronto (venue details shared with registered participants) + online participation welcome
Submission deadline: Wednesday, August 12 · 11:59 PM ET — kick off in person or online, then get 3 extra days to polish and submit
🏆 Prizes
1000 CAD cash prize pool for top submissions
Fast-track to interviews with MyChoice — they're hiring, and the winner skips the line
Every participant keeps their project for their portfolio
🧩 The Challenge
You’ll use a combination of computer/browser use and voice agents to build a new way to compare insurance quotes online.
The full challenge brief will be shared closer to the event date. Expect a hands-on product-building challenge focused on real software engineering—not model training—with room for creativity, technical judgment, and thoughtful interpretation of the problem.
👤 Who Should Join
Students and new grads in CS, engineering, or related fields
Builders comfortable shipping with modern coding tools and LLM APIs
Individual participation only — no teams. Your work, your win.
In-person (Toronto) or fully online — both are eligible for prizes
⚙️ How It Works
Register on this page
Aug 9: Kickoff — challenge briefing, Q&A, and a full day of building (in person or online)
Aug 9–12: Keep building on your own time
Aug 12: Submit your project (source code + demo) through our MOSS submission system
Judging: Projects reviewed by Brave Career and the MyChoice team; winners announced shortly after
📋 Judging Criteria
Creativity & problem interpretation — the brief is open-ended on purpose
Domain understanding — show us you get the industry
Technical execution — does it work, and is it well built?
Communication — can you explain what you built and why?
🤝 About the Hosts
MyChoice is an insurance-tech company building AI-powered products — and they're hiring engineers right now. This hackathon is a direct pipeline: stand out and get fast-tracked to an interview.
Brave Career connects ambitious student builders with companies through real-world challenges.
SDSS is a student-run organization at the University of Toronto that aims to foster a community of students interested in data science and statistics.
Free to join · Limited in-person spots · Register now 👇
Questions? Reach out to yiming.chen@bravecareer.ai