Senior Product Manager at Pylon

The $13T mortgage industry at the heart of the American economy still runs on phone calls, browser tabs, and 20th-century workflows. While payments and banking moved into the API era, mortgage origination costs have doubled to $12,000 per loan…undermining originator economics and homeowner affordability. While others continue to optimize around the edges, we’re rebuilding America’s mortgage infrastructure from the ground up, vertically integrating mortgage origination from application to settlement. We’re already powering mortgage products for multiple publicly traded companies, our revenue is doubling month over month, and we’re backed by the architects of the modern fintech stack (Peter Thiel, Conversion Capital, QED, Citi, Fifth Wall, and the founders of Ramp, Blend, and Mercury). About Pylon The $13 trillion mortgage industry at the core of the American economy runs on broken assembly lines with human-powered workflows, stitched-together software, and a series of capital markets intermediates. The costs to originate are at an all time high despite foundational shifts in technology. Pylon is rewiring mortgages from the ground up. We are building the only API-first, programmatic infrastructure that fully automates credit, compliance, capital, and operations. For the first time, originators can build and scale mortgage businesses entirely through software, not people. Our team comes from Stripe, Better, and Affirm, and we are backed by Conversion Capital, QED, Citi, Fifth Wall, Peter Thiel, and the founders of Ramp, Mercury, Blend, and others. About the role We’re seeking an entrepreneurial Senior Product Manager. You will help own the full end-to-end experience throughout the mortgage origination lifecycle – from point of sale through the capital markets delivery. We have a number of core product areas as part of our vertically-integrated platform. 1. APIs 2. Decisioning 3. Capital 4. Compliance 5. Command Center (dashboard) 6. Elements (UI building blocks for borrower facing experiences) As a Senior Product Manager, you will leverage applied AI in your work to drive core product experiences, ranging from document extraction, optimizers, and MCP servers. Your work will meaningfully accelerate Pylon's mission to be the programmatic infrastructure that unlocks speed and scale across the mortgage lifecycle. You are expected to - Be a visionary builder with a clear perspective on how to build scalable, modular origination infrastructure from point of sale through loan delivery to the capital markets - Challenge convention and the status quo – just because the market does something one way, doesn’t mean it’s the correct or most optimal way - Help onboard and manage 3rd party integrations - Leverage AI and LLMs in both your daily workflow (specs, designs, etc.), but also as a meaningful part of your solution space to solve problems - Be a thought partner and build a strong feedback loop with engineering - Play an integral role in spec-ing, building, and launching support for new loan products - Be a strong partner to our GTM and Account Management teams – supporting the deal process and ensuring our customers are successful About you - Have strong, principled opinions that you’re willing to defend. We have a culture of vigorous discussion and debate on decisions. We’ll push you to articulate your choices, and defend them where necessary. - Are known to ruthlessly prioritize and maintain organizational focus. Our full stack approach is ambitious – you are constantly driving those around you to do the highest ROI work. You’re willing to say no to the best ideas at the wrong time. - Comfortable operating in highly regulated markets whilst optimizing for performance. Building compliance into our platform and respecting regulation is a non-negotiable. We partner with regulators to drive innovation in the face of technological advances and improve outcomes for borrowers. We play fairly, squarely and by the rules. We play to win. - Obsess over the customer and uphold the highest standard. We build for our customers and their borrowers. We will always do what it takes to make them successful on the platform. They are the beating heart of our business. - Scalable software approach first, and operational workaround last. A guiding principle at Pylon is that anything in the backend mortgage process done by a human is a bug. Mortgage is complex, and we can't automate everything right away. You’ll need to surface issues, lead discussion around the best long term solution, document it, and if we need to temporarily create a manual workaround, make everyone aware. - Manage many partners effectively. You will need to oversee numerous 3rd party partners to ensure high quality, on time originations. You will need to build deep relationships and drive consistent results. - Have great ideas, and lots of them. You should see opportunities all around you to make the product and team around you better. We’ll provide the environment to act on those ideas. - Be willing to get in the weeds. You should be able to understand the space like a 20-year veteran in a short amount of time. Requirements - 4+ years of experience in the software industry (ideally as a product manager or engineer) - Significant experience building 0-1 enterprise software in regulated industries - Ability and interest to dig into mortgage and build a deep understanding of the full value chain - Experience conducting user research using a variety of methods - Ability to run SQL queries to analyze user data and identify trends and insights - Experience creating wireframes and workflow diagrams using Figma or similar tools - Strong design sense and ability to work closely with designers to build high-quality products - Ability to effectively manage strategic partners - Experience working on mortgage products and/or fintech infrastructure strongly preferred We don’t expect you to be an expert in mortgage on day 1. However, it will be imperative over time to become one of the most credible and reliable subject matter experts on the team to be effective in this role. Must live in or be willing to relocate to Palo Alto (CA) or New York City.