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 users pay nearly any bill using their credit card, while unlocking meaningful benefits like cashback, points and financial flexibility. With billions in payments moving through Chexy and a rapidly growing customer base, we're building a consumer fintech brand that can become part of how Canadians think about paying all of there bills.We're backed by world-class investors including Khosla Ventures, Crossbeam Venture Partners, Venrex, Antler, and Air Canada.About the role
Chexy is looking for a
Senior Brand Designer
to help build the creative identity behind our next stage of growth.This is not a role where you spend your day maintaining brand guidelines or creating briefs for other designers to execute.You will create the work.
You’ll take product launches, customer insights, cultural moments, campaigns and growth opportunities and turn them into creative that makes Chexy feel distinctive, relevant and instantly recognizable.That could mean a major product launch one week, a paid social concept the next, a recent landing page, an organic campaign, creator content, a billboard, a partnership activation or something we haven't tried before.We care about
taste, speed and effectiveness .You should be equally comfortable developing a campaign idea, opening Figma, writing a headline, editing a video, using AI to move faster, designing a landing page and looking at how the work performed afterward.The outcome
Build a high-velocity creative engine that makes Chexy one of the most distinctive and recognizable consumer fintech brands in Canada while continuously producing creative that drives growth.What you’ll own
Creative strategy + concepts
Develop campaign ideas, visual concepts, messaging territories, hooks and creative platformsTurn Chexy's products and value propositions into simple, memorable consumer storiesBuild creative around product launches, partnerships, cultural moments and always-on marketingExplore new visual and creative territories while maintaining a recognizable Chexy identityTranslate customer insights into work that feels relevant rather than overly polished or corporateCreate genuinely new ideas rather than endlessly remixing the same creativeThis is a hands on role.You’ll personally:
Design paid and organic social creativeCreate campaign concepts and key visualsDesign static and motion assetsCreate and edit short-form videoBuild UGC-style and creator-led creativeWrite headlines, hooks, scripts and supporting copyWork primarily in Figma and modern creative toolsEdit creator footage into finished assetsUse AI creative tools aggressively to increase speed, experimentation and outputDevelop rapid iterations of successful ideasCreate polished creative without requiring a large agency or production procesYou should be able to move from:idea → asset → live test, very quickly.Landing pages




Create and iterate paid landing pagesImprove copy and visual hierarchyMake sure the promise in the ad carries through to the pageTest offers, layouts, social proof and new page variantsIdentify conversion problems and turn them into creative experimentsPerformance + learning
Review performance by concept, hook, format, message and creativeTurn performance data into specific creative actionsMaintain a clear backlog of tests, results and learningsShare a concise weekly view of what won, what lost, what we learned and what we’re making nextCreative systems
Build the workflows that allow us to produce more creative without lowering the barCreate reusable frameworks, templates and testing systemsBuild AI-enabled workflows wherever they make the team fasterMaintain a library of concepts, winners, learnings and reusable creative patternsCampaigns + launches
Develop the creative expression for major Chexy product launches and campaignsTranslate positioning into campaign ideas people actually noticeBuild creative systems that work across paid, organic, lifecycle, partnerships, PR and webCreate launch toolkits that allow the broader team to execute consistentlyWork closely with Growth to make sure brand ideas can translate into acquisition creativeHelp Chexy show up consistently without making every channel look identicalWeb + landing pages
Design and iterate campaign and product landing pagesImprove visual hierarchy, storytelling and conversionEnsure the promise someone sees in an ad or campaign carries through to the experienceExplore new layouts, creative directions, social proof and page formatsTurn conversion problems into design and creative experimentsCreative performance + learning
Great brand creative still has to work.You will:Review creative performance across concepts, messages, hooks and formatsUnderstand which ideas are driving attention, engagement and conversionTurn performance data into specific creative actionsIdentify winning creative patterns and emerging fatigueMaintain a clear backlog of ideas, experiments and learningsShare a concise weekly view of what worked, what didn’t, what we learned and what we should make nextBrand systems
Help evolve Chexy's visual identity as the company and product portfolio growsBuild flexible creative systems rather than rigid brand rulesCreate reusable templates, frameworks and visual languagesBuild AI-enabled workflows wherever they make creative production faster or betterMaintain a library of campaigns, concepts, winning creative and reusable patternsMake it easier for the entire company to create work that feels unmistakably ChexyWhat success looks like
Chexy develops a distinct visual and creative identity that people increasingly recognize.New campaign ideas and creative concepts are getting into market every week.Product launches feel like real moments rather than feature announcements.Paid, organic, lifecycle,



partnerships and web increasingly feel like one brand.The team has a constant pipeline of genuinely new creative rather than endless versions of the same thing.Winning ideas quickly expand across channels and formats.Landing pages and campaign experiences continuously improve.Brand quality increases without slowing down how quickly we ship.And Chexy's growth engine becomes stronger because our creative becomes more distinctive, relevant and effective.What we’re looking for
4–7 years of experience in brand design, creative design, growth creative, advertising or a similar hands‑on roleA portfolio that shows work you personally made, not only campaigns you directedStrong creative taste across brand, campaigns, typography, layout, copy, social, video and digital experiencesStrong hands‑on ability in modern design toolsAbility to develop both the big idea and the actual executionStrong instincts around consumer messaging, headlines and storytellingComfortable designing across paid, organic, web and campaign environmentsComfortable moving quickly and producing work without a large production teamAn understanding of how creative contributes to growth and performanceExcited about AI and constantly experimenting with ways new tools can improve creative outputHigh ownership: you see a creative problem and solve it rather than waiting for someone to brief youExperience in consumer fintech, technology, DTC or another fast-moving consumer brand is helpful, but not required.This probably isn’t the role for you if
You primarily want to manage designers rather than make the work yourselfYou prefer giving creative direction to executing itYou want to work exclusively on traditional brand identity projectsYou need a long production process before shippingYou believe brand and performance marketing should operate separatelyYou want every piece of creative to go through multiple layers of approval before it reaches customersWhy Join Chexy?
Build a category-defining consumer brand:
Help shape how Canadians think about some of the biggest payments in their lives.Own the work end to end:
Go from idea to execution to launch without layers of agency bureaucracy.Work with the tools shaping creative now:
AI-native workflows, modern creative tools and constant experimentation.Join a tight-knit team:
Work directly with the founders and have real influence over how Chexy shows up.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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📌 Senior Brand Designer (Winnipeg)
🏢 Chexy
📍 Winnipeg