Pylon
Head of Talent
Palo Alto · Contract
Sponsorship not specifiedDetected 12 days ago
RailsMachine LearningRecruitingLeadership
About the role
- About Pylon America's $13T mortgage market is one of the most important financial systems in the world.
- But while every other financial instrument has been simplified to an API call, mortgages are still assembled by hand.
- We're backed by Peter Thiel, Conversion Capital, QED, Citi, Fifth Wall, and the founders of Ramp, Blend, and Mercury.
Responsibilities
- It underwrites the middle class and is the mechanism through which millions of families build wealth.
- Publicly traded companies and the country's largest originators are already building on Pylon.
- Join us in building America's mortgage rails.
- We need someone to build
- You're not inheriting a machine; you're building one.
- Build the in-house talent engine.
- Wean us off contingent agencies and per-hire fees, build a sourcing motion that compounds, and hire/lead a small team (recruiters, sourcers, including offshore support) as volume demands.
- Our engineers own entire systems, not tickets, and work across AI/ML and operations research.
- Deliver results. Outcomes over optics. We measure ourselves by what we ship and move, not by activity.
- 401(k) and financial planning support.
Requirements
- You are high agency and a player-coach.
- You have strong opinions about hiring, you're right more than you're wrong, and you'll push back on leadership when you should.
- You can sell a hard mission.
- You are data-driven about pipeline, conversion, comp, and headcount, comfortable owning the numbers in a board and investor context.
Nice to have
- Experience in fintech, infrastructure, or regulated industries.
- 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.
- Substantial ownership.
- Access to Pylon's industry-leading home financing rates.
Compensation
- Compensation: competitive base + meaningful equity.
Benefits
- Be a founder, not just an employee, with meaningful equity in Pylon.
- Comprehensive health, dental, and vision for you and your dependents.
- Compensation: competitive base + meaningful equity.
Company info
- put customers first, think big, practice craftsmanship, deliver results.
- Protect the bar and the culture as the headcount grows.
- Make engineering hiring the priority.
- Mortgages may be the hardest problem in tech: real money, real regulatory complexity, real stakes.
- Your first mandate is landing more of them.
- Then scale the same rigor across GTM, operations, compliance, and G&A.
- Own the full funnel and raise the bar.
- From first touch to signed offer: structured interviewing, calibrated scorecards, fast and decisive process, and a relentlessly high bar.
- Speed and craftsmanship are not in tension here; we expect both.
- Build the employer brand and candidate experience.
- Make Pylon's story impossible to ignore to the people we want, and make every candidate interaction reflect "craftsmanship in everything," including the ones we don't hire.
- Own our careers' presence and how we show up in the market for talent.
- Own onboarding, ramp, and retention.
This listing is sourced directly from Pylon's careers page and normalized into a canonical job model.