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.

https://www.mychoice.ca/

📅 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