Strategy Principal, Office of the COO
Full-time
Worldwide
Oct 25, 2026
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About the Role
Strategy Principal, Office of the COO Chief of Staff-level role | Walnut Insurance | Remote, Canada | Partner to the COO and CPO The role You'll be the operating and strategy partner to our COO and CPO. Half the job is the work a top strategy consultant does for a client: help decision, size the opportunity, build the case, pressure-test the plan, write the recommendation. The other half is what a good chief of staff does: turn that decision into execution, so momentum never depends on two people's calendars. You'll work across sales, product and partnerships as we grow in Canada and the US, in a regulated industry where banks, telcos, lenders and insurers are the buyers. And you'll do it with an AI-native toolkit that lets one person deliver what used to take a team. About Walnut Walnut is Canada's leading embedded insurance platform. Partners like Wealthsimple, BMO, KOHO and TELUS use us to launch insurance inside their products in 90 days, compared with nine months or more going direct to a carrier. We hold the carrier relationships, the licences and the compliance; our partners keep the customer. Non-negotiable: you build with AI every day You've done strategy work to a top-tier standard, in financial services. Maybe that was at a leading consultancy, in a bank or insurer's strategy or corporate development group, at a fintech or insurtech, or in a founder's office doing the same job without the title. You know how a bank, a carrier and an enterprise buyer make decisions,