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Head of Product

Own the product roadmap across consumer, merchant, and internal platforms, working directly with the founders.

ProductToronto, hybridFull-time
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About the Role: Head of Product

As Head of Product at SELLIT9, you'll define what we build, why, and when. You'll own the product roadmap end to end, from the consumer trade-in experience to merchant integrations and internal tools, working directly with the CEO and CTO to turn business strategy into shipped product.

This is a hands-on, player-coach role. We don't have layers of PMs: you are the product function. You'll talk to customers, write specs, prioritize ruthlessly, and ship alongside a small engineering and design team.

A note on AI-native, because it cuts both ways: building with agents daily is non-negotiable here, but AI multiplies judgment, it doesn't replace it. You own every call an agent helps you reach.

What You'll Do

  • Own the product roadmap and prioritization across consumer, merchant, and internal platforms.
  • Define product strategy aligned with business goals: US growth, new merchant integrations, conversion.
  • Write clear specs and work directly with engineering and design to ship.
  • Talk to customers (sellers and merchant partners) regularly to understand pain points and opportunities.
  • Define and track product KPIs: conversion rate, order completion, partner adoption, NPS.
  • Use data to find opportunities and validate decisions, in GA4, Microsoft Clarity, BigQuery, and our internal Mercury reports.
  • Vibe-code your own prototypes with coding agents (Claude Code, Codex, or similar) so ideas reach engineering as working software, not slide decks.
  • Turn your repeatable product work into agent skills: research digests, spec templates, KPI reports, ticket triage.
  • Balance new features, tech debt, and operational improvements.
  • Contribute to go-to-market for new products and partnerships.

Apply if you

  • Have 7+ years of product management experience, including at least 2 leading product at an early-stage startup.
  • Have shipped products in e-commerce, fintech, or marketplaces.
  • Are a strong writer: you turn ambiguous problems into clear specs.
  • Are deeply analytical and comfortable pulling your own data and running your own queries.
  • Have worked on both consumer (B2C) and merchant/partner (B2B) products.
  • Understand technical trade-offs and collaborate well with engineers without being one.
  • Work AI-natively, and this is non-negotiable: you're comfortable vibe coding a prototype, you generate your own agent skills, and AI agents are part of how you research, spec, and analyze every day.
  • Are fluent in English (written and spoken).

Even better if you have

  • Experience in trade-in, recommerce, or logistics platforms.
  • A track record of owning a metric end to end, not just shipping features.

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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Ready to apply?

Head of Product · Toronto, hybrid

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