CMO/Head of MarketingKing Street East, Toronto, Ontario, Canada, M5 A 1 L3 full-time. October 11, 2026About ChexyAt Chexy, we're building modern financial tools for Canadians, starting with their largest expenses. We turned rent, mortgages, tuition, insurance and other big bills into opportunities to earn rewards, improve cash flow and get more from money they already have to spend.We're the first platform in Canada that lets people pay nearly any bill with a credit card while unlocking cashback, points and financial flexibility. Billions in payments move through Chexy, our customer base is growing fast, and we've just relaunched the brand. Over the next 12 months we launch several new products, starting with our first credit card in Q1 2027.We're backed by Khosla Ventures, Crossbeam Venture Partners, Venrex and we partner with Aeroplan and other leading Canadian financial and telecom brands.About the roleChexy is hiring its first CMO / Head of Marketing to own how Canadians come to know, try and stick with Chexy. You report to the CEO, sit on the leadership team, and own the consumer growth and brand number: acquisition, activation, retention and the brand's place in the market. You take a newly relaunched brand and a pipeline of product launches, including our first credit card in Q1 2027, and turn them into growth.This is a hands-on executive role in a small company. You set the consumer marketing plan, the budget and the hiring plan behind it, and you build and lead a team of senior individual contributors and the AI agent stack they run on. No layers of managers, no junior staff, no large agency roster.
Agents do the production and analysis. Your team does the judgment, taste and strategy. You own the outcome.We need someone who can scale channels, lead senior ICs, own the numbers and the brand's place in the market, and still get their hands dirty testing growth hacks and ideas no Canadian fintech has tried.We care about taste, speed and results.What you'll ownThe numberConsumer acquisition, activation and retention targets, CAC and payback, and the marketing budgetThe weekly growth read: what's working, what isn't, where the next dollar goesMeasurement: incrementality tests and a view of what is actually moving the business, not what the ad platforms reportExperimentsA constant pipeline of growth experiments: referral mechanics, contests, partnership activations, unconventional channels and ideas no Canadian fintech has triedFast kills and fast scaling: what wins expands across channels within weeksBrand and positioningThe Chexy brand in market after the 2026 relaunch: voice, creative standard, and consistency across paid, organic, lifecycle, partnerships, PR and webPositioning and messaging for the core product and every recent launchProduct marketing. There is no separate PMM function; you own how we describewhat we sellLaunchesGo-to-market for every product launch over the next 12 months, starting with our first credit card in Q1 2027Launches that feel like moments, not feature announcementsLifecycleActivation, cross-sell into premium tiers and new products, and churn savesThe journey logic and guardrails. Agents draft and executePartners, creators and pressCo-marketing with Aeroplan and our
📌 Cmo/Head Of Marketing (Toronto)
🏢 Chexy
📍 Toronto