VP Marketing At Chexy, we're building up-to-date 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.
VP Marketing 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 senior leadership 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. Agents do the production and analysis. 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.
The 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 new launchProduct marketing. Agents draft and executePartners, creators and pressCo-marketing with Aeroplan and our bank and telecom partners, including the brand and legal reviews that come with themThe creator and referral programsPR and communications, with the foundersTeam and systemsThe consumer marketing plan, budget and hiring plan: you decide what the team needs to be and you build itLeading senior ICs who build their own agents and automationsThe marketing agent stack, with engineering: data layer, creative pipeline, lifecycle automation, experimentation, reportingAgencies and contractors, used for specialist work onlyMarketing compliance in a regulated category: every claim gets reviewed, and you make that fast rather than slowWhat success looks like Awareness and consideration are measured and movingPaid, organic, lifecycle, partnerships and web feel like one brandA team of senior ICs is in place, sized to the plan you set, each shipping weekly, with agents doing most of the production and analysisNew creative and experiments reach market every week, and the weekly growth read tells the company what won,



what lost and what's nextPartner co-marketing campaigns ship on time and get through partner reviews without dramaAgency and contractor spend is lower than today and output is higherWhat we're looking for 7+ years in consumer marketing, with at least one stretch owning marketing end to end (brand, performance, lifecycle, PR) at a company that took share from incumbents: a challenger telco, neobank, fintech, consumer subscription or DTC brandYou owned a real number and a real budget, and can show what happened to CAC, payback and growth while you held itYou have scaled channels: taken paid, referral, partnerships or organic from small to a meaningful share of growth, and you know what breaks at each stageYou have already built or rebuilt a marketing function around AI agents and automation, and can tell us exactly what the agents did, which tools you used, what headcount or agency spend it replaced and what broke along the wayBoth brand instinct and performance rigour. The team is too small for a brand leader who can't read a dashboard or a performance leader who can't judge creativeYou have led senior ICs: built and run small, senior teams rather than large orgs with managers of managers, and set the plan, budget and hiring behind themYou are still hands-on. You write briefs, kill creative and read the numbers yourselfYou like growth hacks. Referral mechanics, contests, partnership stunts, unconventional channels: you have a record of trying things, and some of them workedExperience in a regulated or claims-sensitive category, or with large partners whose legal and brand teams review everythingStrong plus: co-marketing with loyalty programs, banks or telcos; French; You want to lead through managers rather than do the work alongside a small teamYou need a larg

📌 Vice President, Marketing and Support Services (Winnipeg)
🏢 Chexy
📍 Winnipeg