Pylon

Controller

Menlo Park, California, United States

Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Financial Services, Mortgage, FintechIndustries

Controller

Employment Type: Full-Time Location Type: Remote Salary: Not Specified

About Pylon

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 Controller 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.

Responsibilities

  • 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 Controller, 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, this is it.

Skills

Accounting
Financial Reporting
GAAP
Internal Controls
Financial Analysis
Mortgage Domain Knowledge
Fintech
Financial Infrastructure Development

Pylon

Digital mortgage integration platform for businesses

About Pylon

Pylon Lending provides a digital mortgage infrastructure that allows businesses to integrate mortgage services into their products efficiently. Their platform offers APIs and pre-built UI components, enabling clients, mainly in the financial and real estate sectors, to embed a complete digital mortgage experience with minimal coding. Unlike traditional mortgage services that require extensive infrastructure, Pylon offers a customizable Software Development Kit (SDK) that covers the entire mortgage origination process, from application to closing. This approach helps clients save time and reduce costs. Pylon's goal is to simplify the mortgage process for businesses, allowing them to launch new mortgage products quickly while enhancing customer satisfaction.

New York City, New YorkHeadquarters
2022Year Founded
$8.3MTotal Funding
SEEDCompany Stage
Fintech, Financial ServicesIndustries
11-50Employees

Benefits

Medical, vision & dental
Unlimited PTO
Hardware allowance
Annual off-sites

Risks

Increased competition from fintech companies could erode Pylon's market share.
Potential regulatory changes may require costly adjustments to Pylon's platform.
Reliance on Citi's trading desk for liquidity poses partnership risk.

Differentiation

Pylon offers a fully digital mortgage experience via APIs and pre-built UI components.
Freddie Mac approval enhances Pylon's credibility in the mortgage industry.
Pylon's platform allows quick integration of mortgage services, reducing time and cost.

Upsides

Citi's investment provides Pylon access to institutional-grade products and rates.
Pylon raised $8.5M in seed funding, boosting its growth potential.
Increased AI adoption in mortgage underwriting can enhance Pylon's platform efficiency.

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