Principal Product Manager

OrderGroove
Lake In The Hills, IL

Who We Are:

At Ordergroove, our mission is to transform commerce by putting relationships, not transactions, at the center. We help leading brands create seamless subscription and membership experiences that turn one-time shoppers into lifelong customers.

Founded in 2010, we are a remote-first company whose platform powers the world’s most loved recurring experiences for brands like L’Oréal, GNC, and PetSmart. Our team of curious builders and bold problem solvers is united by one belief: meaningful relationships drive lasting growth. Join us and help shape the future of relationship commerce.

About the Role:

We're seeking an exceptional Principal Product Manager to own and evolve a critical part of our Relationship Commerce platform, one that sits at the intersection of ecommerce infrastructure, subscription intelligence, and applied AI.

This is a senior individual contributor role for a product leader who wants to go deep on the hardest problems, shaping strategy, shipping ambitious AI-powered experiences, and setting the bar for product craft across the company. This role is ideal for someone who loves to solve complex problems, leads through clarity and influence, and is energized by building products that scale across hundreds of brands while still feeling deeply customer-centric.

As a Principal PM at Ordergroove, you'll set product vision and strategy for one of our most strategic surfaces, partner with senior leadership on the biggest bets, and ensure we're building durable, extensible, AI-native solutions that help brands move from transactional commerce to long-term customer relationships.

You'll partner deeply with Engineering, Design, Data, GTM, and Customer teams to translate complex merchant needs into elegant platform solutions, balancing short-term wins with long-term growth and scale. This is a hands-on role for someone who can zoom out to define strategy and zoom in to sharpen execution and raise the bar for product quality and impact.

What You Will Do:


  • Own & Scale the Merchant Growth Pillar – Take full ownership of the product area at the heart of Ordergroove's value, defining how merchants get started, see value, and grow. You'll lead high-stakes initiatives across onboarding, incentives, cancellations, and daily workflows, pairing strong execution with clear strategic direction beyond the current roadmap.

  • Ship AI as a Foundational Capability – Lead the application of AI across merchant and subscriber experiences, agents that automate complex workflows, intelligence that surfaces the right action at the right moment, and personalization that drives measurable retention and growth. Treat AI as core infrastructure, not a feature bolt-on.

  • Raise the Bar on Experience-First Product Design – Apply a strong UI/UX lens to merchant-facing workflows, working closely with Design and Engineering to deliver best-in-class self-service. You'll advocate for intuitive, opinionated product design that turns satisfied merchants into raving fans.

  • Operate as a High-Impact, High-Visibility Product Leader – Serve as a senior Product voice for Merchant Growth with regular C-suite exposure and influence. You'll earn trust across Product, Engineering, GTM, and Operations, and be a key voice in shaping strategy, prioritization, and how Product shows up across the company, leading through influence, not org chart.

  • Set Product Strategy & Direction – Define and communicate a clear, long-term product vision aligned to company goals and customer needs. Translate strategy into focused roadmaps that emphasize outcomes over output and provide clarity across teams.

  • Drive Cross-Functional Alignment – Partner deeply with Engineering, Design, Data, Operations, and Go-To-Market teams to align on priorities, trade-offs, and execution, ensuring solutions drive adoption, retention, and revenue.

  • Champion Customer-Led Decision Making – Ground product decisions in deep customer understanding, leveraging direct merchant engagement, research, and data to balance merchant needs with end-consumer impact.

  • Deliver with Accountability – Own execution from discovery through launch and iteration. Define success metrics, assess outcomes, and continuously refine based on learnings and market signals.

About you:


  • Required


    • 8+ years of product management experience with proven success in SaaS, ecommerce, or subscription businesses.

    • Track record of owning strategy and delivering measurable impact at scale on complex, technical product surfaces.

    • Hands-on experience shipping AI or ML-powered product experiences: agents, intelligent automation, personalization, or applied LLM features in production.

    • Strong customer empathy with experience leveraging qualitative and quantitative insights.

    • Excellent partnership, communication, and influencing skills across technical and non-technical stakeholders and teams. Proven ability to lead through influence without direct authority.

    • Experience owning product strategy across multiple product areas or workstreams.

    • Proven experience driving product decisions tied to business outcomes such as revenue growth, retention, expansion, or operational efficiency.

    • Comfort operating in ambiguous, fast-growing environments, bringing clarity, structure, and momentum where none exists.

    • Background in metrics, experimentation frameworks, and data-informed prioritization.

    • Experience with Agile product development practices.

  • Preferred


    • Experience in ecommerce or subscription-based D2C brands.

    • Experience working closely with applied AI or ML engineering teams.

If you don’t meet 100% of the qualifications outlined above - that’s okay, nobody’s perfect! We encourage you to apply if you think this is a role that would make you excited to come into work every day.

About Ordergroove:

Ordergroove powers recurring revenue for the world's largest and most innovative retailers including Ulta, Dollar Shave Club, La Colombe Coffee, Bonafide Health, BarkBox, and more. As a direct result, more than 11% of adult Americans have a subscription powered by Ordergroove. Our technology makes seamless, one-of-a-kind subscriber and membership experiences possible to turn one-time transactions into profitable recurring customer relationships.

Ordergroove’s powerful platform empowers merchants with highly customizable options such as flexible promotions, bundling, and analytics to bolster their bottom line while making customers' lives easier. We recently achieved a milestone year with 152% year over year new business growth, and were rated best-in-class subscription technology by CB Insights and eCommerce Platform of the Year by RetailTech Breakthrough Awards.

Our company values celebrate collaboration, different perspectives, and curiosity with the goal of getting to the right answer, no matter who came up with it. At Ordergroove we are committed to creating a welcoming and supportive environment for all people. We encourage people with different backgrounds and experiences to join our growing team so that we gain different perspectives and build the best team possible. We demand the best of ourselves and each other and never miss an opportunity to celebrate our successes.

With a fully flexible work from anywhere culture, staying connected and supporting each other are always top of mind. We build our tight-knit community through small group events like trivia night, cooking classes, and book clubs. We encourage cross-functional relationships through virtual coffees and we stay close to the business through weekly team updates and quarterly all-hands meetings.

At Ordergroove, we focus on flexibility and empowering our team to make the right decisions for themselves. We have flexible PTO and a totally remote (anywhere in the US) workforce, and an annual personal development budget that you use for what matters to you (wellness, career development, productivity at home, etc). And of course, that is on top of the basics like competitive compensation (including stock options) and incredible, affordable benefits. Come join our amazing team while we enable the fastest-growing segment of commerce that makes life easier for millions of consumers every day!

At Ordergroove, we want to hire, develop and retain the best talent, making Ordergroove a top destination to grow your career.

The pay transparency law is a way of narrowing the gender pay gap and fostering an engaged and positive working environment. It is also a way to share what we think is a reasonable, equitable and competitive compensation structure for the roles on our team.

The total compensation range (base + annual bonus) for this role is starting at $200k OTE + equity.

Posted 2026-04-16

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