Flexible Insurance for Gig Workers
AI-driven insurance reimagined for gig workers. 1st place, Rotman Design Challenge.

Seven million gig workers, and no policy fits them
7.3 million Canadians work in the gig economy, and 1.57 million earn their primary income there — yet auto insurance still bends to none of them. Intact Financial handed this gap to the Rotman Design Challenge in 2025. As service designer and strategist on the five-person Team Northstar, I led research synthesis, persona work, and solution framing.
Insurance is personal or commercial. Gig work is neither.
Canadian auto insurance is binary: personal or commercial. Personal policies void the moment you accept a fare; commercial policies start at six-month minimums priced for fleet operators, not someone driving two nights a week. Gig workers fall into the gap — often uninsured, frequently without knowing it. Our research found one in two full-time gig workers carry no valid coverage.
Pay by the week, pause anytime, understand every word
We designed a two-phase model with flexibility as the structural core. Phase 1 solves access and cost — buy coverage by the week, pause with no penalty when you stop working, resume in one tap. Phase 2 solves comprehension — Polaris, an AI agent trained on Intact Customer Care calls, turns any policy into a plain-language summary, translates on request, and guides claims filing. Together they target the three findings that kept surfacing: rigidity, language barriers, and accident risk driven by financial stress.
First place at Rotman, and why it won
Team Northstar placed first and won the $5,000 prize. Judges singled out the before/after service narrative and the way Phase 2 treated language barriers as a systemic design problem rather than an edge case. This was a pitch and concept project — validated through research and judges, not shipped to users. The takeaway held regardless: design for the person with the fewest options, and you build something that works better for everyone.
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