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AI Product Manager, Merchant Experience

Remote - Canada

Groupon is a marketplace where customers discover new experiences and services everyday and local businesses thrive. To date we have worked with over a million merchant partners worldwide, connecting over 16 million customers with deals across various categories. In a world often dominated by e-commerce giants, we stand out as one of the few platforms uniquely committed to helping local businesses succeed on a performance basis.

Groupon is on a radical journey to transform our business with relentless pursuit of results. Even with thousands of employees spread across multiple continents, we still maintain a culture that inspires innovation, rewards risk-taking and celebrates success. The impact here can be immediate due to our scale and the speed of our transformation. We're a "best of both worlds" kind of company. We're big enough to have the resources and scale, but small enough that a single person has a surprising amount of autonomy and can make a meaningful impact.

The Opportunity

Groupon connects millions of customers with local merchants—and that connection starts with the merchant experience. From landing page to sign-on to deal launch to GP30, this is where we build durable value (and where clunky processes go to die).

We're going all-in on AI-native, automation-forward workflows that eliminate friction, help merchants activate faster, and drive real business impact. Not "strategic initiatives." Actual results you can measure in dollars.

This is not a roadmap-maintenance role. This is a build-it, test-it, prove-it role.

What You'll Own

Full-Funnel Ownership: Landing Pages to Product Activation

You own the entire early merchant funnel—from category-aligned landing pages through sign-up, onboarding, deal launch, and product activation. No gaps, no handoff confusion, one owner. You design, ship, and iterate on UI/UX flows fast. You run controlled experiments with real merchants and validate impact through both qualitative feedback and hard metrics. You work hand-in-hand with design and engineering to productionize what works, iterate quickly on what doesn't, and kill ideas that fail to move outcomes.

Sales Partnership & Lead Flow Optimization

You work closely with the inbound sales team and lead gen team to align the lead gen flow, reduce drop-off, and increase overall conversion. Your definition of "activated" aligns with the sale definition; hence you're in the same loop, focused on financial outcomes. You understand where leads stall, what causes friction, and what it takes to turn interest into launched deals that actually perform. You build products that make Sales more effective and drive bottom-line impact—not products that create more work for them or the merchants we sell to.

 

AI & Automation Prototyping

You actively explore and prototype AI-powered solutions that improve merchant workflows, reduce friction, and increase speed. You build proof-of-concept and proof-of-execution prototypes to validate ideas quickly, test them with users, and generate evidence before scaling. You partner with engineering and AI teams to translate validated prototypes into production-ready requirements. Engineering owns deployment and system operations; you own the product outcomes and the learning velocity.

Measurement & Instrumentation

You define event schemas, success metrics, and analysis plans upfront—not after launch. You connect web analytics to sign-ups to deal launch to activation with a single, coherent data set. You instrument funnels, cohorts, and experiments using tools like PostHog, Mixpanel, or Amplitude. You use feature flags and experimentation frameworks to control rollouts, segment users, run A/B tests, and de-risk launches. You don't "wait for analytics." You make the measurement real—and you establish the baseline that everyone agrees on.

Financial Accountability

Every initiative you lead ties directly to revenue impact, churn reduction, or margin improvement. You report outcomes in dollars and metrics—not activities or launches. If it can't be measured, it doesn't ship.

Rapid Iteration Cycles

You operate on short experiment cycles, not monthly roadmaps. You prototype before you spec, instrument before you launch, and learn faster than the competition. Speed, clarity, and evidence beat consensus and ceremony every time.

You Should Apply If

  • You've launched and iterated on AI-enabled or automation-heavy customer experiences—and you can prove impact
  • You can prototype workflows, write prompts, design evals, and diagnose failures well enough to unblock teams
  • You've run controlled experiments and can explain the results like an adult
  • You've worked in marketplaces, e-commerce, or two-sided platforms
  • You can read code and collaborate deeply with engineers and data partners
  • You default to action over analysis paralysis
  • You measure your own work in business outcomes, not feature launches

You Should Not Apply If

  • You need detailed specs handed to you
  • You optimize for stakeholder buy-in over speed and evidence
  • You've never looked at a P&L, margin, or unit economics
  • You think "AI product management" means writing PRDs for other people to build
  • You require certainty before acting

Hard Requirements

  • 6–8 years of product management experience, with 2+ years in AI/ML or automation-forward product work
  • Hands-on with modern AI tooling (Claude Code, Cursor, or equivalent) for rapid prototyping and validation
  • Experience designing and running controlled experiments (LaunchDarkly, GrowthBook, or equivalent)
  • Strong instrumentation and analytics skills—defining event schemas, funnels, cohorts, and success metrics in tools like PostHog, Mixpanel, Amplitude, or similar
  • Fluent in data analysis (SQL minimum; Python preferred)
  • Proven track record of shipping under ambiguity and making decisions with incomplete information

Strong Preferences

  • Engineering degree or prior engineering role
  • Marketplace / e-commerce / B2B SaaS background
  • Experience with merchant-facing or SMB products
  • Background in health, beauty, or wellness verticals (you know what merchants in these categories actually care about)
  • Has built lightweight evaluation frameworks for LLM or automation features
  • Has killed their own features when the data said to

 

Groupon is an AI-First Company
We’re committed to building smarter, faster, and more innovative ways of working—and AI plays a key role in how we get there. We encourage candidates to leverage AI tools during the hiring process where it adds value, and we’re always keen to hear how technology improves the way you work. If you’re passionate about AI or curious to explore how it can elevate your role—you’ll be right at home here.

Groupon’s purpose is to build strong communities through thriving small businesses. To learn more about the world’s largest local e-commerce marketplace, click here. You can also find out more about us in the latest Groupon news as well as learning about our DEI approach. If all of this sounds like something that’s a great fit for you, then click apply and join us on a mission to become the ultimate destination for local experiences and services.

Beware of Recruitment Fraud: Groupon follows a merit-based recruitment process without charging job seekers any fees. We've noticed an increase in recruitment fraud, including fake job postings and fraudulent interviews and job offers aimed at stealing personal information or money. Be cautious of individuals falsely representing Groupon's Talent Acquisition team with fake job offers. If you encounter any suspicious job offers or interview calls demanding money, recognize these as scams. Groupon is not responsible for losses from such dealings. For legitimate job openings (and a sneak peek into life at Groupon), always check our official career website at Groupon Careers

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