Senior Product Manager – Remote, Contract

Posted 13 Days Ago
Be an Early Applicant
Hiring Remotely in Winnipeg, MB, CAN
Remote or Hybrid
Senior level
eCommerce • Payments • Software
We’re a mighty powerful team on a mission to make checkout better
The Role
Own product direction, prioritization, customer discovery, experimentation, design, and execution for rePete, a reorder and customer-lifetime-value product. Translate customer insights, data, market opportunities, and business needs into product decisions, prototypes, and outcomes. Align founders, executives, Engineering, Sales, Marketing, and other stakeholders while removing blockers. Use Figma and AI tools including Claude, Lovable, and Gemini to prototype and accelerate learning.
Summary Generated by Built In

Senior Product Manager – Remote, Contract


About Bold Commerce

Bold Commerce is a leading ecommerce technology company helping merchants grow, scale, and succeed online. For over a decade, we’ve built innovative, user-friendly solutions that help merchants create better shopping experiences, grow revenue, and build customer loyalty.

rePete is our latest innovation, designed to increase customer lifetime value without increasing churn. It learns each customer’s real purchase rhythm and delivers perfectly timed reorder nudges, with no rigid schedules and no forced commitments.

At Bold, we combine technology with deep merchant insights to build products that solve real problems and drive meaningful growth.


About the role

We’re looking for a Senior Product Manager to join us on a 12 to 18 month contract and drive the success of rePete, an exciting new product and a key part of Bold’s next stage of growth.

We do Product Management a little differently at Bold. Internally, we think of our Product Managers as Product Runners. They don’t just decide what should be built and hand it off to the team. They take ownership of moving the product forward. That means staying close to customers, having a strong point of view on what matters, making decisions, and getting hands-on to turn ideas into outcomes. Whether that means digging into data, talking to customers, prototyping with AI, testing an idea, or jumping in to remove a blocker, our Product Runners do what’s needed to help the product succeed.

We move fast and operate with a startup mentality. You’ll balance customer needs, commercial opportunities, and technical realities to make good decisions quickly. Priorities will change as we learn, everyone pitches in, and you’ll need to be comfortable getting your hands dirty and doing what it takes to move the product forward.

What you'll do

  • Own product direction and priorities for rePete, keeping the team focused on the opportunities that will create the greatest customer and business impact.
  • Stay deeply connected to customers, understanding their problems, behaviours, and needs through direct conversations and insights from Sales, Onboarding, Support, Marketing, and others across the business.
  • Turn customer insights, data, market opportunities, and business context into a clear point of view on what we should build and why.
  • Make thoughtful trade-offs and decisions, balancing customer needs, business impact, effort, and technical realities.
  • Turn ideas and customer problems into tangible solutions, using prototypes, designs, experiments, and whatever else helps us learn and move faster.
  • Create alignment across founders, executives, Engineering, Sales, Marketing, and other stakeholders while keeping decisions and execution moving.
  • Identify blockers, create urgency, and follow through to ensure the things we decide to do actually get done.
  • Use AI as a core part of how you work, leveraging tools like Claude, Lovable, Figma, and Gemini to explore ideas, prototype solutions, accelerate learning, and help us build and iterate faster.

What we're looking for

  • Strong product judgment and the confidence to develop and communicate a clear point of view, even when there are lots of opinions in the room.
  • Deep customer curiosity and a desire to understand the problem behind what customers are asking for.
  • Commercial instincts and an understanding of how product decisions can influence adoption, retention, revenue, and growth.
  • A builder mentality. You’re just as comfortable rolling up your sleeves and doing the work as you are setting direction.
  • Strong prioritization skills and the ability to separate what’s interesting from what will actually have an impact.
  • The ability to influence and create alignment across technical teams, business leaders, founders, and executives without relying on formal authority.
  • Comfortable making decisions with imperfect information, moving quickly, learning, and adjusting as you go.
  • Someone who genuinely enjoys a startup environment that is fast moving, evolving, highly collaborative, and all hands on deck.
  • Strong product design instincts and hands-on Figma experience, with the ability to take product ideas from concept to thoughtful, intuitive designs and iterate quickly.
  • Comfortable using AI tools as part of your everyday work and excited about finding new ways to use AI to think, build, learn, and execute faster.
  • Experience in SaaS, ecommerce, product-led growth, or another fast-moving technology environment is an asset.

Our Investment in YOU!

  • 💰 Competitive compensation that reflects your experience and skills
  • 💼 Employer Paid Health & Dental Benefits - starting day 1! 
  •  🌴 Competitive paid vacation days
  • 🌱 Annual Health Benefit ($1,000 per year) to help you thrive!
  • 🧠 Virtual mental health and EAP platform for support anytime
  • 📈 Employee Options to help you grow with us!
  • 🌍 Working remotely - anywhere in Canada 
  • 🏡 Flexible work hours


Skills Required

  • Strong product judgment and ability to communicate a clear point of view
  • Deep customer curiosity and ability to understand underlying customer problems
  • Commercial instincts and understanding of adoption, retention, revenue, and growth
  • Builder mentality and willingness to work hands-on
  • Strong prioritization and impact assessment skills
  • Ability to influence and align technical teams, business leaders, founders, and executives without formal authority
  • Ability to make decisions with imperfect information and adapt quickly
  • Comfort working in a fast-moving, collaborative startup environment
  • Strong product design instincts and hands-on Figma experience
  • Comfort using AI tools in everyday work
  • Experience in SaaS, ecommerce, product-led growth, or another fast-moving technology environment

Bold Commerce Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Bold Commerce and has not been reviewed or approved by Bold Commerce.

  • Leave & Time Off Breadth Time off policies include generous or unlimited vacation, paid holidays, and paid volunteer days. Flexible, remote‑first norms help make these options usable.
  • Healthcare Strength Core coverage includes medical, dental, vision, disability, and life insurance alongside wellness programs. Specific plan details can vary by country and location.
  • Equity Value & Accessibility An Employee Share Ownership/Stock Purchase program and performance bonuses are part of the offering. Equity participation is accessible through the ESOP/stock purchase plan.

Bold Commerce Insights

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The Company
HQ: Winnipeg
230 Employees
Year Founded: 2012

What We Do

At Bold, we’re in the business of making checkout better, helping brands convert more shoppers in more places. Bold’s Checkout Experience Suite is the only high-converting, customizable headless checkout with built in subscriptions and pricing capabilities, for a checkout without limits. Leading omnichannel retailers like Vera Bradley, Harry Rosen, and Staples Canada, and emerging DTC brands, such as Pepsi and Mars, trust Bold to overcome one-size fits all platform limitations, improving checkout conversion and delivering anywhere commerce. Based in Winnipeg, Canada, Bold Commerce has a presence in Austin, Texas, and remote-first employees throughout Canada and the U.S. Bold was named a Built In Austin 2022 Best Place to Work, Best Midsize Companies to Work For, and Best Paying Companies.

Why Work With Us

At Bold, we live by the BUILDERS Code, our shared set of practices, beliefs, and values that help to shape this dynamic company.

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