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Founding Product Designer

Own product and design end to end: consumer funnel, merchant surfaces, our design system, and the trade-in flow that runs inside Claude.

DesignToronto, hybridFull-time
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About the Role

You'll own design end to end: the consumer trade-in experience on sellit9.com, the embedded flows our merchant partners run on their own storefronts, and the design system that keeps it all consistent. The role is deliberately a product and design hybrid: you'll help decide what we build and why, then design how it works, working directly with the CTO, engineering and product. Your work ships to production every day.

This isn't a "make it pretty" role. You'll live in the conversion data, watch real user sessions, and defend every design decision with evidence. You'll also design for a surface most designers haven't touched yet: our trade-in flow runs inside Claude through our AI connector, and you'll help define what commerce looks like when the customer brings an AI agent to the journey.

What You'll Do

  • Own product problems end to end: framing, specs, flows, prototypes, high-fidelity UI, and production handoff, prioritizing with the CTO and following the metric after launch.
  • Design and iterate on the consumer funnel (quote, checkout, confirmation) and the email reminders that pull sellers back, to raise conversion.
  • Design merchant-facing surfaces: embedded trade-in flows, white-label experiences, and partner dashboards.
  • Own our design system in code, and keep the Figma library in step with it rather than the other way round.
  • Design in code: vibe-code prototypes with coding agents (Claude Code, Codex, or similar) so ideas get tested as working software, then ship the real thing.
  • Package our brand and design rules as agent skills, so every AI workflow on the team produces on-brand output by default.
  • Run our asset pipeline: hero videos built in Remotion, page imagery generated under locked brand styles, everything versioned like code.
  • Run usability tests and dig through GA4 and Microsoft Clarity to find where users struggle. Small team, many hats: brand, marketing assets and landing pages when needed.

Apply if you

  • Have 5+ years of product design experience with shipped, conversion-focused work in e-commerce, marketplaces, or fintech.
  • Have product sense beyond the pixels: you can write a spec, scope an MVP, argue a prioritization call, and own a metric.
  • Build, don't just spec. You ship production-quality React with AI assistance, and your work lands in the repo as a pull request rather than as a handoff.
  • Work AI-natively, and in git. Coding agents (Claude Code, Codex, or similar) are already how you build every day: you vibe-code explorations, generate your own skills and custom agents, and keep prompt libraries you reuse. This is non-negotiable.
  • Treat Figma as a thinking tool, not the deliverable. Your design lives in git, not only in Figma: our design system lives in the repo, that is where you will maintain it, and we're using Figma less each day.
  • Have design systems experience: you've built or owned one and kept it consistent and accessible across web and mobile.
  • Are fluent in funnel metrics: conversion rates, A/B testing, session replay analysis, and the discipline to let data settle debates.
  • Do hands-on user research, and write strong UX copy.

Even better if you have

  • Experience designing AI-powered products: chat or agent interfaces, conversational commerce, or prompt-driven UX.
  • Experience wiring design tools to agents: Figma MCP, Code Connect, or your own scripts.
  • B2B2C or white-label experience: one product, many brands, strict theming constraints.

Think this is you? We read every application.

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Why join SELLIT9?

  • Competitive salary in CAD (range depends on experience).
  • Meaningful equity: you're joining early, and your ownership reflects that.
  • 3 weeks paid vacation: because work-life balance matters.
  • Hybrid work model: 3 days/week in our Downtown Toronto office + remote flexibility.
  • First access to traded-in inventory, priced at cost.
  • High-impact role in a fast-growing, venture-backed startup.
  • Founding-stage opportunity: play a key role in defining culture, processes, and product direction.
  • Career growth & mentorship from experienced founders (ex-Salesforce VP, ex-Scotiabank Head of Engineering).
  • Work alongside a compact, senior team where your work ships fast and matters.
Who we are

The trade-in infrastructure for commerce

SELLIT9 turns used items into instant store credit or cash. We operate in Canada and the United States.

A lot of usable value sits unused in people's homes. Our pricing and logistics engines convert it, starting with electronics, into instant purchasing power, and every trade-in feeds a verified, graded supply pipeline. One loop: conversion and higher AOV for merchants, affordability for consumers, consistent supply for refurbishers.

Who you'd work with

Meet our founders

Josh Guttman, CEO of SELLIT9

Josh Guttman · CEO

  • 11.5 years at Salesforce, SDR to VP
  • Experienced B2B CRO and operator with a track record of building and scaling top-performing teams
  • $200M exit as VP of Revenue, scaled a Series A business from <$1M ARR to a Series B term sheet and pivot to exit
  • Seed, Series A, B, C, D and post-IPO experience in both the US and Canada
  • Startup tech advisor: Grata Technologies, CondoWorks
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Founding Product Designer · Toronto, hybrid

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