Controller

America’s $13T mortgage market is one of the most important financial systems in the world. It underwrites the middle class and is the mechanism through which millions of families build wealth. But while every other financial instrument has been simplified to an API call, mortgages are still assembled by hand.

We started from zero and created the first vertically integrated mortgage platform that turns origination into a single API.

Publicly traded companies and the country’s largest originators are already building on Pylon. Revenue is compounding monthly. We’re backed by Peter Thiel, Conversion Capital, QED, Citi, Fifth Wall, and the founders of Ramp, Blend, and Mercury.

Working at Pylon isn’t for those seeking comfort. The people who thrive here have high agency, strong opinions, and a track record of delivering outcomes without direction. Many of us are former founders. We move quickly, challenge each other directly, and take full ownership of results. It’s hard work, but it will be worth it.

Join us in building America’s mortgage rails.

This is not a seat in an established accounting department, it's a chance to build one. You'll be an early finance hire working directly with the CFO. Together we're designing an automation-first accounting function: an AI-native general ledger, warehouse funding optimization, and a modern loan origination system, integrated with our proprietary command center, under a controls framework built for SOC 1 Type II reporting and, ultimately, operate at a public-company 404(b) level of assurance.

You'll own day-to-day accounting operations end to end and then automate them. Every process you run is a process you'll help redesign for scale.

• Core operations — Full-cycle AP/AR, GL accrual accounting, and vendor mapping across the finance stack; own the monthly close calendar and drive it shorter every quarter.

• Loan lifecycle — Loan-level accounting and diligence from lock to settlement — funding reconciliations, warehouse line activity, gain-on-sale, and investor settlement.

• Controls — Execute and document internal controls designed for SOC 1 Type II reporting; partner with the CFO on IT audit design, evidence automation, and audit readiness.

• Reporting — Build state-level and loan-level production metrics and ad hoc analyses in an AI-native reporting layer; deliver board- and lender-ready outputs.

• Automation — Identify manual work and kill it — configure integrations, define system requirements, and test automation across the GL, LOS, warehouse funding, and command center systems.

• Judgment — Make sound calls independently on classification, accrual, and process questions; escalate with a recommendation, not just a question.

• 5–10 years of progressive experience with operational mortgage or structured credit depth — you've worked loan-level: a private credit fund managing non-QM pools, a whole-loan trading or aggregation shop, a mortgage originator's capital markets/accounting group, or similar.

• Command of the FASB codification where it meets mortgages — ASC 310/320/860 (transfers and servicing), ASC 820/825 (fair value), derivatives and lock pipelines (ASC 815), CECL — and the judgment to shore up reporting where policy doesn't exist yet.

• Big 4 foundation strong plus, not prerequisite; a top-university record and demonstrated rigor matter more than pedigree.

• Proven operator at a high level — you've owned a close, an audit, or a system implementation, not just supported one.

• Energized by AI-native tooling — you want to automate your own job's busywork, and you see an AI-first GL as an advantage, not a threat.

• A builder's temperament: comfortable with ambiguity, willing to grind, and excited to learn from leadership with a proven track record.

• Ground-floor build of a modern, automation-first finance function — the kind of experience that typically takes a decade to access.

• Direct mentorship from a CFO with SEC/404(b)/Audit Committee experience and a CFO who has run finance at multiple lending platforms.

• Clear growth path as Pylon scales: this role is designed to grow into broader leadership.

• Remote-first flexibility with a high-ownership, high-trust culture.