Head of Talent

America’s $13T mortgage market is one of the most important financial systems in the world. It underwrites the middle class and is the mechanism through which millions of families build wealth. But while every other financial instrument has been simplified to an API call, mortgages are still assembled by hand.

We started from zero and created the first vertically integrated mortgage platform that turns origination into a single API.

Publicly traded companies and the country’s largest originators are already building on Pylon. Revenue is compounding monthly. We’re backed by Peter Thiel, Conversion Capital, QED, Citi, Fifth Wall, and the founders of Ramp, Blend, and Mercury.

Working at Pylon isn’t for those seeking comfort. The people who thrive here have high agency, strong opinions, and a track record of delivering outcomes without direction. Many of us are former founders. We move quickly, challenge each other directly, and take full ownership of results. It’s hard work, but it will be worth it.

Join us in building America’s mortgage rails.

We've outgrown an agency-and-contractor approach to hiring. It's expensive, it's fragmented, and it doesn't compound. We need someone to build Pylon's talent function as a real, owned, in-house engine: one that consistently lands exceptional engineers and operators, faster and cheaper than the market, and makes Pylon a place those people never want to leave.

You will be our first dedicated talent leader. You're not inheriting a machine; you're building one. If you do this well, you become one of the highest-leverage people in the company.

• Experience in fintech, infrastructure, or regulated industries.

• A track record of cutting agency/contingent spend by building internal sourcing.

• Experience standing up and managing offshore/distributed sourcing teams.

• You've helped a company scale through a period of rapid growth and capital raises.

• 30 days: Learn the bar. Sit in on interviews, audit the current pipeline and spend, map open roles against our growth plan, and identify where we're losing candidates and money.

• 45 days: Stand up the in-house sourcing motion, replace the most expensive contingent dependencies, ship a structured interview process and scorecards for engineering, and tighten onboarding.

• 60 days: Have a measurable, compounding pipeline for engineering and key functions, a clear hiring plan and budget for the next phase of growth, and the first hires of your own team in motion.

• Substantial ownership. Be a founder, not just an employee, with meaningful equity in Pylon.

• Comprehensive health, dental, and vision for you and your dependents.

• Access to Pylon's industry-leading home financing rates.

• 401(k) and financial planning support.

• The chance to build the team behind America's mortgage rails, and to make Pylon the place where the best people in the country want to do their life's work.

Compensation: competitive base + meaningful equity.

• Put customers first. Hold yourself and others accountable to overdelivering for the people who depend on us. They're the reason we exist.

• Think big. Default to first principles, question industry consensus, and refuse to be incremental. We're rebuilding a $13 trillion market.

• Practice craftsmanship. Obsess over the details. Every pixel, every line of code, every candidate interaction matters.

• Deliver results. Outcomes over optics. We measure ourselves by what we ship and move, not by activity.

If you're the kind of person who does their best work when the problem is hard and the stakes are real, this is your place. Join us.