CMO/Head of Marketing

King Street East, Toronto, Ontario, Canada, M5A 1L3 full time . At 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.

Chexy is hiring its first CMO / Head of Marketing to own how Canadians come to know, try and stick with Chexy. 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.

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.

Consumer acquisition, activation and retention targets, CAC and payback, and the marketing budget

Measurement: incrementality tests and a view of what is actually moving the business, not what the ad platforms report

A constant pipeline of growth experiments: referral mechanics, contests, partnership activations, unconventional channels and ideas no Canadian fintech has tried





The Chexy brand in market after the 2026 relaunch: voice, creative standard, and consistency across paid, organic, lifecycle, partnerships, PR and web

Product marketing. Agents draft and execute

Co-marketing with Aeroplan and our bank and telecom partners, including the brand and legal reviews that come with them

The consumer marketing plan, budget and hiring plan: you decide what the team needs to be and you build it

Leading senior ICs who build their own agents and automations

The marketing agent stack, with engineering: data layer, creative pipeline, lifecycle automation, experimentation, reporting

Agencies and contractors, used for specialist work only

Marketing compliance in a regulated category: every claim gets reviewed, and you make that fast rather than slow

Paid, organic, lifecycle, partnerships and web feel like one brand

A team of senior ICs is in place, sized to the plan you set, each shipping weekly, with agents doing most of the production and analysis

New creative and experiments reach market every week, and the weekly growth read tells the company what won, what lost and what's next

Partner co-marketing campaigns ship on time and get through partner reviews without drama

Agency and contractor spend is lower than today and output is higher

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 brand

You 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 way

Both 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 creative

You 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 them

You write briefs, kill creative and read the numbers yourself

Experience in a regulated or claims-sensitive category, or with large partners whose legal and brand teams review everything

co-marketing with loyalty programs, banks or telcos; French; You come from brand only or performance only and want to stay in that lane

You want every decision to go through layers of approval before it reaches customers

our first credit card ships in Q1 2027, with more to follow

Work the way marketing is going to work:

a senior team running on AI agents, designed and built by you

Equity:

meaningful equity in a high-growth fintech

Toronto office:

we work in-office 5 days a week

Expect to walk us through the marketing function you built with AI, the number you owned and what happened to it, and how you would set the plan, budget and team here.

We use AI tools to help us organize and review applications; This posting is for an existing vacancy. If you require any accommodations or support during the hiring process, let us know and we'll do our best to help.

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📌 Marketing Manager, Full Time (Toronto)
🏢 Chexy
📍 Toronto