VP of Engineering (San Francisco)

At Pylon, were re-wiring the entire mortgage stack from application to loan settlement with programmatic infrastructure.

As our Vice President of Engineering, youll lead a team of talented engineers in designing, building, and scaling the companys multi-product platform. This is a hands-on leadership role where youll help set technical direction, mentor engineers, and collaborate cross-functionally to deliver robust, scalable solutions to enterprise customers.

We're looking for individuals who find difficult problems invigorating and who thrive in a high-performing team built on mutual respect and reliance. This is a high-impact position for someone who enjoys solving technical challenges and shaping the future of Pylon.

About you

Partnering closely with our CTO, you will:

1. Set the coursetogether. Shape the engineering roadmap in partnership, balancing speed, quality, and reliable architecture.

2. Reinforce high performance. Elevate the team's talent and performance through honest feedback and high expectations.

3. Keep us shipping on time. Enable the team to execute on schedule by making high-quality, on-the-fly decisions.

4. Scale the team. Recruit top-tier technical talent and inspire respect and followership.

5. Own uptime & trust. Ensure enterprise-grade SLAs and compliance requirements are met, as Pylons infrastructure is business-critical.

6. Bridge the business. Collaborate with Product, Capital Markets, and Compliance to translate complex mortgage workflows into APIs that delight developers.

7. Stay hands-on. Participate in code reviews, prototypes, and resolve production issues when needed.

8. Represent Engineering. Communicate priorities and risks clearly to the broader team and customers.

9. Lead our forward-deployed motion. Manage customer collaborations and build the playbook for API partnerships.

10. Do your life's work. Build a business through craftsmanship with a deep desire to succeed.

About the Team

What were not:

• Building a CRUD app: We develop a platform based on deep technology investments, not simple plumbing or Lego-like assembly.

• A GPT wrapper: Mortgage problems require precision and multiple tools beyond just LLMs.

• An easy job: We build from the ground up, often facing difficult tasks that may involve failure and learning.

What we are:

• A small, capable team where you can fix and improve what you find broken.

• Focused on maintainability and reducing toil.

• Empowering individuals to implement their good ideas more freely than in large companies.

• Generalists who enjoy getting into everything and solving diverse problems.

Working in a regulated space:

• Mortgage industry is heavily regulated at federal and state levels.

• We move fast but prioritize compliance and stability.

About the Job Basics

• Job title: Vice President of Engineering

• Stock options: meaningful equity

• Health insurance, dental, vision, etc.

Our technology stack

• Typescript (front and backend)

• Web components, GraphQL, PostgreSQL

• NestJS, Nx build system, Sagittarius

• AWS stack using CDK

• Philosophy: prefer monolith until it becomes problematic

About Pylon

The $13 trillion mortgage industry relies on outdated, human-powered workflows. Pylon is building the only API-first, fully automated mortgage infrastructure, enabling originators to scale through software. Our team from Stripe, Better, Affirm, backed by major investors, aims to revolutionize mortgage technology.