Product Manager

About Us

At Leap, we’re on a mission to transform the home improvement industry - and we want you to be part of that journey. We’re proud to be recognized on the Inc. 5000 and Inc. Regionals lists for 5+ consecutive years, reflecting sustained growth driven by innovation, strong execution, and an incredible team. We build technology that helps contractors work smarter, scale faster, and deliver better experiences to their customers.

When you join Leap, you’ll work alongside curious minds, bold innovators, and thoughtful risk-takers who care deeply about doing great work - and doing it together. Our culture is transparent, supportive, and grounded in approachable leadership. We actively listen to our employees through semi-annual engagement surveys, maintain a strong eNPS score, and consistently act on feedback to improve what’s working and where we can do better. We believe great work happens when people are supported outside of work, which is why we offer comprehensive benefits and wellness resources for you and your family.

Take the Leap today and help shape what’s next.

This role includes periodic time with contractors in the field (ride-alongs and onsite visits), because you can't build for a job you've only seen on a screen.

THE OPPORTUNITY

The people who use our software aren't at a desk in ideal conditions. They're a sales rep closing a $30,000 job at a homeowner's kitchen table, an installer pulling up a work order in a truck with one bar of signal, an office manager reconciling payments across a dozen open tabs. When Leap works, contractors close more deals, get paid faster, and spend less of their day fighting their tools. When it doesn't, they feel it in that week's revenue. That's the bar your product work is held to.

As a Product Manager at Leap, you'll own SalesPro, the sales and estimating app contractors use to build quotes, present options, and close jobs right there in the homeowner's living room. It's the product most of our customers spend most of their time in, used by the broad base of contractors who run their business in it every day, and it's where retention is won or lost. Your mission is the work that keeps contractors with us: getting new customers set up and to real value in their first months, and making the day-to-day workflows they depend on so good they can't imagine running their business without them.

You're joining an AI-forward product org. SalesPro is market-leading, and keeping it compelling and ahead as the market shifts is core to the company's future. We measure ourselves by contractor outcomes, not features shipped, and we hold a high bar for quality. We expect you to take full advantage of what AI now makes possible.

There's a bigger opportunity here too. Leap is building Leap Crew, an agentic platform for the trades where the software captures the work as it happens and AI agents take the routine data entry off the contractor's plate. Over time, the SalesPro and CRM experiences come together in Crew, so this role grows beyond SalesPro into the CRM-centric workflows alongside it, and the person who knows these workflows most deeply is the one who gets to shape where they go next. SalesPro is your focus now, and the better you know it, the more influence you'll have on where things go from here.

Within your first year, your work should show up in the contractor outcomes that drive retention: faster activation for new customers, workflows they trust at the close and in the field, fewer reasons to call support. You'll be able to point to what moved, what didn't, and what you learned, including the bets you killed on evidence. You'll have a real weekly discovery cadence with contractors that the rest of the team relies on to know what to build next.

RESPONSIBILITIES

  • The SalesPro roadmap for the broad customer base, in partnership with your designer and engineers: the problems worth solving, the sequence, and the outcomes each bet is meant to move
  • Outcome ownership, not output: every initiative tied to a retention or activation outcome you can measure, so progress means value delivered, not features shipped
  • A weekly cadence of contractor contact: interviews, on-site visits, call reviews, and usability sessions you run yourself, mapped to the opportunities that actually drive retention
  • Dual-track delivery: discovery and delivery running in parallel, with thin slices that test the core hypothesis and deliver real value before you commit to the full build
  • The quality conscience for your area: "contractor-ready" set before development starts, defended at release, and confirmed with real contractors after, not discovered in QA
  • Proactive partnership with the teams closest to contractors: Customer Success, Sales, and Product Marketing as your primary conduits to what customers are living with day to day
  • Cross-functional buy-in: bringing your problem framing, your solution direction, and your thin-slice plan to the people who have to live with the outcome, and winning the room stage by stage
  • Personal AI fluency: using AI in your own workflow to move faster on discovery, prototyping, and synthesis, and sound judgment on where AI creates a durable advantage for contractors

REQUIRED SKILLS

  • A minimum of an Associate's Degree.
  • 3–5 years of product management experience in B2B SaaS or another product with real workflows and real users
  • A track record of owning a product area end to end: framing the problem, running discovery, sequencing a roadmap, and shipping outcomes you can point to, including the ideas you killed
  • A real discovery habit: you run structured customer conversations on a regular cadence and let them change your decisions, not just confirm them
  • Delivery instincts built on thin slicing and dual-track: you ship fast, learn continuously, and don't build the whole thing before you've tested the core bet
  • Data fluency: you use data to generate insight and translate it into roadmap decisions, and you can tell a real signal from noise
  • Comfortable in the room with engineers as peers, including the feasibility and architecture trade-offs
  • Strong writing. You can make a tight problem statement, a defensible recommendation, and an honest post-launch reflection
  • AI already woven into how you work: generating and narrowing directions, prototyping, drafting, speeding up research synthesis, and a habit of getting sharper as the tools change
  • Bonus: experience in field service, trades software, financial or payments workflows, or other complex B2B environments where customer trust is hard to earn and easy to lose.

If you're strong on most of this but not all of it, apply anyway. We'd rather see how you think than tick every box. When you apply, show us how you work: a real problem you framed, a bet you sequenced, a decision you changed on evidence, not only the wins.

See also

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