Product Manager

Who you are

• You’ll be a product owner: Take a problem from “we should…” to shipped, used, and improved. The backlog is a part of the job, not the finish line. Shape the vision, strategy, and roadmap for your area, define KPIs and success upfront, and use business and customer evidence to prioritize. You can point to work you’ve owned through multiple iterations and explain what changed as you learned
• You’re the best listener in the room: Seek out customer insight, relevant data, and cross-functional input without treating every request as a requirement. Weigh options, make tradeoffs visible, and explain both what you recommend and what you choose not to do. You know which decisions need a deeper dive and which need a sensible call so the team can keep building
• You get that product building is a team sport: Build trust across Engineering, Design, Technical Project Management, QA, operations, and business partners. Bring people into decisions early, navigate disagreement, and create clarity that helps others execute with confidence. You’re happy to own the hard call, share the credit, and jump in when a fellow PM needs a hand. Making the team better is part of the fun
• You’re mission first: You get stuff done. Help the team turn business priorities into clear work that’s ready to build, without getting stuck in planning limbo. Balance larger bets with smaller, high-leverage improvements, remove avoidable process drag, and keep attention on outcomes. You’ve improved the flow, clarity, or quality or work reaching engineering and can show how you evaluated results after launch
• You can get your hands dirty: Turn complex problems into clear, buildable work with Design and Engineering. Bring experience with technically deep products, such as APIs, integrations, data pipelines, or Salesforce’y systems. You’ll happily dig into an API spec or sketch a workflow in Figma to understand what’s going on under the hood. Learn enough to ask good questions, spot constraints, and sequence the work - and notice when the UX still feels clunky
• You can work async: You don’t need someone hovering over your shoulder to move things forward. Own decisions as context shifts, and leave a trail your teammates can actually follow: research, decisions, metrics, and open questions that are easy to find and use. You can show who a written artifact or stakeholder conversation clarified a complex decision, resolved disagreement, or enabled others to act
• Nice to have: Experience in insurance, insurtech, fintech, or another regulated environment; Salesforce, data products, carrier/partner integrations, or workflow-heavy B2B software; or balancing platform work with customer facing improvements. Have you built a scrappy AI prototype, tinkered with an agent, or found a better way to show an engineer what you mean? We’d love to hear about it! These are help additions, not requirements

What the job involves

• We’re looking for an experienced, hands-on Product Manager who loves figuring out how things work and can’t wait to make them better
• You’ll join our growing team as an individual contributor, turning messy, technically complex problems into solutions and products that people actually use - and checking that they made a difference!
• You don’t need prior insurance experience; curiosity, ownership, and strong product judgement matter most
• You’ll own a meaningful product area end-to-end: bring your own point of view, get clear on why it matters to customers and the business, and build it with Design and Engineering
• You enjoy turning “could we…?” into a working first version. You’ll think across customers, agents, internal teams, and interconnected systems. Initial ownership is open, with room to contribute access domains as priorities evolve
• You’re the person who asks, “What does the data say?” and then goes looking, talking to customers and teammates along the way. You can explain tradeoffs, make timely decisions with incomplete information, and follow through on results after launch
• You’re curious beyond the current tools and playbook. If you find a smarter way to do something, you’re eager to try it with the team and share what worked (and what didn’t)
• Why you might be excited about us:
• Insurance might not be the first thing that comes to mind when you think “cool product problems.” Take a look under the hood. There are tangled workflows to simplify, systems to connect, and plenty of chances to make something people will be genuinely relieved to use. If you like solving hard problems where the work actually matters, you’ll love it here
• You’ll join a growing PM team that wants your point of view. Bring the thing you’re great at, learn from the people around you, and take ownership or work you can point to and say “I helped build that.” Found a better way to do it? Show us!
• You get to find out whether the thing you shipped actually helped. You’ll connect customer insight to business value, define what success looks like, and use results to guide the next iteration. We value someone who can make a sound call without waiting for perfect information
• You’ll work across multiple users, surfaces, and channels, connecting the dots between customer needs, partner constraints, and technical systems. If you’re the kind of person who keeps asking “why does it work that way?” until you’ve mapped it out, you’ll have plenty to dig into here
• We’re curious about what Product and Engineering can build when we figure out the problem together earlier. Maybe a working prototype gets an idea across better than another page of requirements. Maybe AI helps us test it sooner. If that gets you excited, bring your experiments. No AI portfolio required; we’re interested in learning what actually helps

The application process

• Meet us and get to know Obie
• You'll first talk to Kara on a 30-minute call to determine whether we’re a good fit for one another. You’ll learn more about Obie and have the chance to ask about our company, team, culture, and product
• Meet the hiring manager
• Next, you'll have a 45 minute video interview with the hiring manager, Adam Tsouras, to assess your technical skills
• Complete a Project Exercise
• This role requires strong planning, collaboration, and communication skills, so we'll also present you with a short exercise to complete to provide you a chance to flex those muscles. You will be able to complete this exercise on your own time, so please be thorough and use the resources available to you. We'll be looking to see your problem solving abilities, writing and communication skills, empathy, general demeanor, and ability to leverage key product management strategies. More on this when you get there!
• Meet the Team
• Since you'll be joining a close-knit team, we'll ask you to meet other people in the company so we get to know each other a bit better

Benefits

• Medical, Dental, Life, Vision
• 401(k) Matching
• Pet Insurance
• Paid Parental Leave
• Hotel Discounts
• Telehealth
• Flexible Time Off
• L&D Stipend
• Wellness Stipend
• Benefit Support Tools