← All open roles

Head of Product

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

ProductToronto, hybridfull time
Apply for this role

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.
  • Use AI daily to accelerate research, analysis, and documentation. We build with Claude Code, agent skills, and MCP servers.
  • 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: AI tools are part of how you work 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.

Apply for this role
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. Consumers need affordability. Merchants need conversion and higher AOV. Refurbishers need consistent supply. Until now there was no unified system connecting those needs, or turning household items into real purchasing power.

We build that infrastructure. Our pricing engine and logistics engine convert used household items, starting with electronics, into instant value. Every trade-in feeds a verified, graded supply pipeline for refurbishers and buyers, closing a loop that raises conversion for merchants, affordability for consumers, and sustainable recommerce for everyone.

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 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
LinkedIn →

Other open roles