About Pylon

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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 hiring a Director of Finance to lead financial operations and bring rigor, transparency, and strategic insight to the heart of our business. As Pylon scales its product, customers, and capital footprint, you’ll be responsible for ensuring our financial systems, controls, and reporting evolve in lockstep.

You’ll own core accounting processes, financial reporting, budgeting, audit readiness, and compliance, while also being a strategic partner to leadership on capital strategy, product expansion, and operational scalability. This is a hands-on leadership role, perfect for someone who knows how to operate at both the 10,000-ft and 10-ft levels.

We’re looking for someone with deep accounting expertise, mortgage domain fluency, and the ability to build scalable financial infrastructure from scratch. If you’ve worked in fintech or mortgage and know what best-in-class finance operations look like, we want to talk.

You will

Own and operate all aspects of accounting and financial reporting, including GL, AR/AP, month-end close, and financial statement preparation in accordance with GAAP Design and implement internal controls and accounting policies that ensure compliance with federal and state mortgage regulations Manage accounting for mortgage loan pipelines, warehouse lines, funding, and loan sales Collaborate with cross-functional teams (e.g., Capital Markets, Operations, Legal, GTM) to support product launches, new capital structures, and investor reporting Lead budgeting, forecasting, and variance analysis efforts across the company Oversee audits and tax compliance in partnership with external auditors and advisors Build scalable systems and processes that support automation, transparency, and growth Evaluate and implement financial software tools (e.g., ERP, reporting, dashboards) Prepare financial materials for board meetings, investors, and strategic partners

About You

7–12 years of progressive accounting and finance experience, ideally in B2B fintech, mortgage, or financial services Deep understanding of GAAP and mortgage accounting, including loan origination, funding, servicing, and securitization Experience with loan accounting software and financial systems Strong Excel skills and proficiency in reporting/analytics tools (e.g., PowerBI, Looker) Previous ownership of month-end close, audits, compliance, and financial reporting Proven ability to lead and scale accounting operations in a high-growth, fast-paced environment Experience managing or mentoring junior accounting/finance team members Clear, confident communicator who can work cross-functionally and present to leadership Highly organized, detail-oriented, and able to manage competing priorities effectively Comfortable in ambiguous environments with evolving requirements CPA preferred but not required

Why this role matters

As Director of Finance, you’ll be the financial backbone of a category-defining fintech infrastructure company. Your work will ensure operational integrity, support strategic decision-making, and help us scale responsibly in one of the most complex and consequential markets in the world.

If you’ve been looking for a chance to build financial infrastructure in a deeply technical, high-growth startup—this is it.

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