Technical Oversight - Underwriting

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

Pylon is the mortgage-as-a-service platform that enables enterprises to build and offer mortgage credit products on top of our APIs. We are on a mission to unlock access to America’s largest asset class.

We’re backed by leading investors including Conversion Capital, Peter Thiel, QED, Fifth Wall, and the founders of Blend, Wealthfront, Ramp, and AngelList.

About The Role

We’re seeking an entrepreneurial Technical Oversight - Underwriting. This role involves both strategic oversight and hands-on management of third party fulfillment providers to ensure efficient, compliant loan origination while enhancing systems and workflows for high-quality, scalable operations.

You will be instrumental in shaping the future of our platform, developing underwriting workflows, standard operating procedures, and quality control measures. You will provide tactical guidance to engineering teams, emphasizing scalable human out of the loop solutions.

We are not a traditional mortgage lender. If you’re excited about building flexible automated systems with rigorous oversight that can scale, this role is for you.

About You

• Possess expert-level knowledge of the entire mortgage lending process, detailed underwriting knowledge specific to loan requirements and comprehensive understanding of federal, state, and regulatory guidelines related to residential mortgage lending.

• You are a visionary leader with a clear perspective on building scalable, modular origination infrastructure.

• Comfortable operating in highly regulated industry whilst optimizing for performance. You build with a compliance first lens, respect regulations, continuously review, and update processes as needed.

• Obsess over the customer and uphold the highest standard. You build for our customers and their borrowers, doing whatever it takes to make them successful on the platform.

• Adhere to a scalable software first approach, operational workaround last. You surface issues, lead discussions around long-term solutions, document them, and manage temporary manual workarounds if needed.

• Ability to oversee numerous 3rd party fulfillment partners, ensuring high quality, on-time originations. You build deep relationships and drive consistent results.

• 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.

• Have great ideas, and lots of them. You should see opportunities all around you to make the product and team better. We’ll provide the environment to act on those ideas.
  

Key Responsibilities:

• Develop and implement underwriting workflows, SOPs, SLAs, checklists, and QC measures to ensure high-quality and efficient loan underwriting.

• Regularly access and enhance our Underwriting Systems to ensure smooth file flow, high quality, regulatory compliance and efficiency.

• Oversee day-to-day operations with fulfillment partners, ensuring consistent loan delivery.

• Define and monitor productivity standards and performance goals and ensure that they are met on a monthly, quarterly and annual basis.

• Conducting 2nd level reviews, handling exceptions, and managing escalations to ensure quality control.

• Act as a subject matter expert, aiding decision-making and driving product improvement.

• Working closely with internal teams, partners, and engineering to drive product improvements and optimize the fulfillment infrastructure.

• Provide technical and guideline training, recommend areas of improvement, and conduct ongoing training as needed.

• Maintain a comprehensive understanding of mortgage origination and regulations to ensure compliance.

Requirements

• 10+ years of experience in underwriting and managing underwriting teams across diverse loan types, including Conventional, Jumbo, NON-QM, GOVT across purchase and refinance.

• Proven track record in developing underwriting workflows, SOPs, SLAs,and QC measures.

• Proficiency in configuring Underwriting Systems for efficiency,quality and compliance.

• Proven track record in managing and leading de-centralized underwriting teams.

• Experience in the management of strategic 3rd party fulfillment partners.

• Experience working on mortgage products within a fintech environment is strongly preferred.

Benefits

• Ownership: Meaningful early-stage equity in Pylon.

• Healthcare: Top-tier medical, vision & dental with support for dependents.

• 401(k): Ability to save for your future.

• Flexible Time Off: Be on when you’re on and off when you’re off.

• Hardware Allowance: $2,000 to fix up your workspace.

• Annual Off-sites: Fully paid for team off-sites in beautiful corners of the world.

• At-cost Mortgages: We’ll help you finance your next home when you’re ready.