At Chexy, we’re reshaping the way money moves - making payments smarter, faster, and more rewarding. We started by being the first in Canada to let people pay their biggest and most painful bills with credit cards and earn rewards on money they had to spend anyway. Now, we’re on a much bigger mission: to build a super app that acts as your co-pilot for all your money—helping you get more value from every dollar you spend.

As a high-growth fintech startup, we’re at the forefront of payments innovation, and we’re looking for hungry, ambitious people to help us scale. If you thrive in a fast-moving, high-energy environment and want to be part of something big, we’d love to work with you.

We're looking for a Strategic Finance Director to serve as a key partner to the CEO. This role owns Chexy's financial narrative — the models, forecasts, and reporting that drive our most important decisions, investor relationships, and lending partnerships. But it's not a back-office finance job. You'll be deeply embedded in strategy: evaluating new business lines, building the analytical case for (or against) major bets, and ensuring leadership has the numbers they need to move fast and confidently.

You'll own our forecasting, month-end metrics analysis, and all external financial reporting — investor updates, debt lender reporting, and grant reporting. Today, much of this is manual. Your first mandate is to build the reporting infrastructure and automate the recurring cadence so that it runs reliably with minimal ongoing effort. Over time, as automation takes hold, the reporting piece shrinks from a major time commitment to an oversight function — freeing you to spend more of your time on strategic analysis and decision support.

You'll be the person behind the numbers our investors and lending partners see. That means building and maintaining the models, preparing board materials, owning the data room, and being ready to go deep on any question about our unit economics, cohort performance, or cash position. As we approach our next raise, you'll be instrumental in shaping the fundraising narrative.

When the CEO is deciding whether to pursue a new partnership, expand into B2B, or double down on a growth channel, you'll be the one building the business case. That means financial modeling, competitive research, scenario analysis, and a clear recommendation. You won't just present options — you'll have a point of view.

You'll build the materials that help Chexy win — partner pitch decks, business cases for new relationships, and financial summaries for external stakeholders. This requires strong communication skills and the ability to translate complex financial data into a compelling story.

The CEO has a running list of ideas and hypotheses. You'll be the person who picks them up, does the diligence, and comes back with a structured perspective on whether they're worth pursuing and what it would take.