Director, Product Marketing

About Chexy

Chexy lets Canadians pay rent, mortgage, and bills with a credit card and earn rewards on their largest expenses. We are a Series A company backed by Khosla Ventures, based in Toronto.

We started with rent. We now cover the full set of household payments, with paid membership plans (Chexy Plus and Essential), Wallet, and more products launching over the next year. That growth is why we need a clear story for who Chexy is for and why it matters.

The role

You will be Chexy's first product marketing leader, reporting to the Head of Product. You own how we position Chexy, how we bring new products to market, and how many customers adopt our paid plans.

This is a hands-on role. You will set the strategy and also write the messaging, run the research, and lead the launches yourself, with room to build a team as the function proves out.

Product marketing sits inside Product at Chexy, alongside product management, design, and lifecycle marketing. You will be in roadmap planning from the start, bringing market evidence before anything is built.

What you'll own

You are accountable for paid plan adoption and for the five areas below.

• Positioning and narrative. Define who Chexy is for and why they should choose us, at the company level and for each product. Make rent, mortgage, bills, memberships, and Wallet read as one story. Set Chexy's brand positioning and partner with our brand designer to express it across every touchpoint.
• Go-to-market. Lead every major launch end to end: audience, messaging, launch tier, timeline, and channel plan. Build the launch process the company reuses.
• Customer and market insight. Run segmentation, interviews, surveys, and competitive tracking on a regular cadence. Turn the findings into roadmap input.
• Pricing and packaging. Bring the evidence on willingness to pay, what belongs in each plan, and how to frame the price. Co-own the recommendation with Product.
• Core surfaces and enablement. Own the message on the website, product pages, pricing page, and app store listing. Keep support, lifecycle, and growth working from the same messaging.

What success looks like

Within six months, paid plan adoption is rising and every team at Chexy describes the product the same way.

• By 30 days, you will have interviewed customers across segments, audited every customer-facing surface, and shared a point of view on where our positioning is weakest
• By 90 days, you will have shipped a positioning and messaging framework the company uses and led your first launch
• By 180 days, you would have moved paid plan adoption with a tested messaging and packaging recommendation, and set a research cadence that feeds roadmap planning

What you bring

• 8+ years in product marketing, including time leading the function at a consumer technology company
• A track record of launching a new product line (not only features) and owning the adoption number afterward
• Positioning work you can show us: a framework you built and the results it drove
• Excellent writing. You can take a complicated financial product and explain it in one clear sentence
• Comfort with data. You pull your own adoption numbers, read experiment results, and size segments without waiting on an analyst
• Experience running customer research yourself, both qualitative and quantitative
• A history of working with product, growth, and lifecycle as a peer who shapes decisions early
• Willingness to do the work directly. This is a build-from-scratch role at a startup

Nice to have

• Consumer fintech, payments, or credit card experience
• Subscription or tiered pricing experience, especially free-to-paid conversion
• Experience marketing in a regulated category, working with legal and compliance on claims

How you'll work

You will work with multiple teams day to day:

• Product management: You bring customer and market evidence into roadmap planning, and turn what ships into a launch plan.
• Product design: You share the messaging framework and audience definitions so the in-product experience tells the same story as our marketing.
• Brand design: You set the brand positioning and personality, and brief our brand designer on each launch.
• Lifecycle marketing: You define the message and audience for each campaign, and work with lifecycle to deliver it through email, push, and in-app.
• Growth: You provide the positioning for acquisition campaigns and landing pages, and refine it based on what their tests show.

Why Chexy

• Director-level scope with direct access to founders and customers
• The chance to build the product marketing function from the ground up
• A product people genuinely love
• Backed by Khosla Ventures and other world-class investors
• Competitive salary and equity, health benefits, and a team that moves fast