Base pay rangeCA$100,000.00/yr - CA$120,000.00/yrTotal Comp:$100k – $120k CAD + performance bonusAbout SidekickSidekick’s mission is to help people recover faster from persistent injuries. Trusted by Olympic athletes and everyday customers alike, our products are used by hundreds of thousands of people worldwide and have been featured in Men’s Health, Running Magazine, and more.Our products are inherently education-heavy. Customers have real questions before they buy — how it works, whether it actually helps, how to use it properly, and how it compares to alternatives. When handled poorly, this overwhelms users and hurts conversion. When handled well, it builds trust, clarity, and confidence.As we scale our website, app, and product ecosystem, how education is delivered has become a core growth lever.About the RoleWe are hiring aContent & Conversion Managerto own how educational content is structured, presented, and delivered across Sidekick’s website and app.This isnot a traditional content role .This role sits at the intersection ofconversion rate optimization, UX/UI, ecommerce, and product education. Your job is to ensure customers get the right information, at the right time, in the right format — so they feel confident buying and successful using our products, without feeling overwhelmed.You will envision how education lives across the customer journey and either design/wireframe solutions yourself or work closely with designers to bring them to life.What You’ll Own1. Conversion-Focused Education StrategyOwn how product education is delivered across PDPs, landing pages, quizzes, modals, onboarding flows, and the appDecide what information is shown, when, and how (pre-purchase vs post-purchase)Ensure education feels clear, lightweight,



and confidence-building — not like reading a textbookDesign progressive disclosure systems (accordions, tabs, tooltips, modals, step-based flows)Structure information so it’s easy to scan, digest, and act onReduce cognitive load and decision friction using strong UX principlesCreate consistent education patterns across products and platformsIdentify where unanswered questions block conversionPartner with marketing and product teams to test education formats, placements, and messagingUse data, user feedback, session recordings, and intuition to guide improvementsRemove or simplify content that hurts conversion, even if it feels “important”4. Design & ExecutionCreate wireframes, flows, or low-fidelity designs for education experiencesWork with designers to bring concepts to life when neededEnsure web and app education experiences feel cohesive and intentionalMaintain quality and consistency as new products and features launch5. Copy & MessagingWrite or refine educational copy where neededTranslate complex concepts into simple, actionable explanationsMaintain a clear, confident, human tone — not clinical or academicEnsure consistency in language across web, app,



and product ecosystemWho You Are7+ years of CRO experience and improving ecommerce conversion7+ years of UX/UI experience with strong instincts for information architecture and user flow7+ years designing or wireframing ideas yourself and working closely with designersData-informed but not data-blind — you balance metrics with judgmentClear communicator who simplifies instead of over-explainingDesign skills (Figma or similar)Robust copywriting instinctsWhat Success Looks LikeCustomers feel informed and confident without feeling overwhelmedConversion rates improve while education depth increasesFewer pre-purchase questions and post-purchase confusionEducation feels intentional, structured, and easy to digestThe website and app feel like guided experiences, not content dumpsWhy This Role MattersSidekick products work best when people quickly understand how to use them and what to expect. Education is essential — but too much information, or information delivered poorly, creates friction.Customers shouldn’t feel like they need to read a manual before buying. They should feel clear and confident within seconds. This role exists to identify what information matters most and deliver it clearly, intuitively, and often visually, so education helps conversion instead of slowing it down.As we add more products and expand our app, getting this balance right becomes increasingly important.BenefitsCompetitive compensation + performance-based bonusHigh ownership and decision-making autonomyDirect collaboration with product, marketing, and leadershipOpportunity to define how education scales across web and appDedicated, collaborative, and supportive colleaguesFast-paced, high-impact environment during a period of rapid growthHybrid role with work-from-home flexibilityTo ApplyPlease fill in the form to apply: https://sidekicktool.Typeform.Com/to/B0QOY3yPAll applicants who have not filled in the form will not be considered.#J-18808-Ljbffr

📌 Senior Content Designer - C$100,000 - C$120,000 A Year (Toronto)
🏢 Sidekick
📍 Toronto