At Chexy, we're building modern financial tools for Canadians — starting with their largest expenses. We turn rent, tuition, insurance, and other big bills into opportunities to build credit, earn rewards, and gain financial flexibility.

We're the first platform in Canada that lets users pay nearly any bill using their credit card, while unlocking meaningful benefits like cashback, points, and credit‑building tools. With ~$2B in annual payment volume and hundreds of thousands of transactions a month, we're building financial infrastructure that needs to be fast, reliable, and bulletproof.

About the role Chexy is looking for a hands‑on Growth Creative to build the creative engine behind our next stage of growth.

This is not a Creative Director role, and it is not a job where you spend your day writing briefs for someone else to execute.

You will create the work.

You’ll turn customer insights, product stories, cultural moments and performance data into ads, UGC, videos and landing‑page experiments that can be launched, measured and iterated quickly.

You’ll work directly with our Head of Growth and paid media agency to decide what we should make, make it, understand what worked, and turn those learnings into the next round of creative.

We care about taste, speed and performance. You should be equally comfortable coming up with a hook, opening Figma, editing a video, using AI to make something faster, changing a landing page and looking at the data afterward to decide what comes next.

The outcome Build a high velocity creative engine that continuously produces, tests and improves ads, UGC and landing pages.

What you’ll own Creative strategy + concepts

Develop concepts, hooks, messaging angles, scripts and storyboards

Build a testing roadmap across new concepts, iterations of winners and rapid variations

Understand what we’re testing, why we’re testing it and what we expect to learn

Identify winning patterns and creative fatigue before performance falls off

This is a hands‑on role.

You’ll personally:

Design static ads

Create and edit video ads

Build UGC‑style creative

Write hooks, scripts and ad copy

Work in Figma or similar design tools





Edit creator footage into finished performance assets

Use AI creative tools aggressively to increase speed and output

Create rapid variations of winning concepts

Produce lightweight creative without waiting for a long production process

Landing pages

Create and iterate paid landing pages

Improve copy and visual hierarchy

Make sure the promise in the ad carries through to the page

Test offers, layouts, social proof and new page variants

Identify conversion problems and turn them into creative experiments

Performance + learning

Review performance by concept, hook, format, message and creative

Turn performance data into specific creative actions

Maintain a clear backlog of tests, results and learnings

Share a concise weekly view of what won, what lost, what we learned and what we’re making next

Creative systems

Build the workflows that allow us to produce more creative without lowering the bar

Create reusable frameworks, templates and testing systems

Build AI‑enabled workflows wherever they make the team faster

Maintain a library of concepts, winners, learnings and reusable creative patterns

What success looks like

Chexy has a constant pipeline of genuinely new creative, not endless versions of the same ad.

New concepts are getting into market every week.

UGC is consistently being produced.

Landing pages are continuously improving rather than launching once and sitting untouched.

Winning ideas are quickly turned into more creative.

Losing ideas still produce a clear learning.

And our paid engine becomes stronger because the quality, volume and speed of creative learning gets better.

What we’re looking for

3–5 years of experience in growth creative, performance creative, paid social creative or a similar hands‑on role





A portfolio that shows work you personally made, not only campaigns you directed

Solid creative taste across concepts, copy, design, video and landing pages

Hands‑on ability with design and video‑editing tools

Strong instincts around hooks, messaging angles, offers and direct‑response creative

Understand testing, iteration and creative fatigue

Comfortable moving fast and producing work without a large production team

Excited about AI and constantly looking for ways to use new tools to increase creative output

High ownership: you see the creative bottleneck and solve it rather than waiting for somebody to brief you

This probably isn’t the role for you if

You primarily want to manage designers or creators

You prefer giving creative direction to making the work yourself

You need a long production process to ship

You think performance creative means making 20 superficial variations of the same ad each week

Why Join Chexy?

Build payments infrastructure that matters: Your work helps power ~$2B a year in payments for Canadians

Work with the tools shaping creative now: AI-native workflows, modern creative tools and end‑to‑end ownership

Join a tight‑knit team: Work directly with the founders and Head of Growth, with real ownership over what gets made

Early equity: Access equity in a high‑growth fintech

Toronto office: We work in‑office 5 days a week

How We Hire We keep our hiring process clear and human. You'll go through a mix of conversational interviews and practical discussions designed to show how you think, what you've made, and how you work with others.

We use AI tools to help us organize and review applications; every decision about who we interview and who we hire is made by a person. This posting is for an existing vacancy. If you interview with us, we'll let you know within days of your last interview whether a decision has been made.

Chexy is an equal opportunity employer. If you require any accommodations or support during the hiring process, let us know and we'll do our best to help.

Know someone who would be a perfect fit? Let them know!

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📌 Growth Creative Strategist (Winnipeg)
🏢 Chexy
📍 Winnipeg