Senior AI/ML Lead

San Francisco

**About RentFlow** RentFlow is tackling a hair-on-fire problem for small and medium businesses across the U.S.: the way their rent is paid each month is fundamentally misaligned with how cash actually comes in. We're building the infrastructure layer to fix that. Today, **\~50% of U.S. businesses are late on rent in any given month** . The rest face invisible struggles to pay on time, undermining their stability month after month. **The core issue is structural: rent hits as a single fixed lump sum on the 1st, stacked on top of every other major monthly bill, while revenue and other expenses flow in unevenly** . This forces healthy businesses into recurring cash-flow stress and is a major driver of business closures. **RentFlow is the first startup to turn fixed business rent into a cash-flow-synced product** , underwritten in real time from transaction-level data to prevent issues before they even surface. This opens up a **$20B+ rent-splitting market** and creates a natural wedge into an AI CFO layer for businesses and data opportunities we're uniquely positioned to own. We're seed-stage, live since May 2025, and growing quickly. We're ramping up partnerships with the leading rent payment platforms in the U.S., fast-growing SMB software companies, and major property players. **Early-Stage Opportunity** We're hiring our **Senior AI/ML Lead** to own underwriting, risk intelligence, LLM applications, and financial data insights end-to-end. **This is a foundational role** . You'll build systems that make real financial decisions in production, while also turning the data generated through RentFlow into entirely new products for tenants and landlords. **You'll work directly with the founders and have full ownership** over both technical direction and business outcomes. **What You'll Do** * **AI applications:** * **Build LLM-powered classification** systems for messy SMB transaction data * Improve **RentFlow's AI CFO for SMBs**, turning financial data into actionable insights * Power the **landlord dashboard and AI insights**, surfacing tenant health and portfolio trends * **Underwriting \& risk:** * Analyze historical repayment data to identify **key risk patterns and predictors** * Turn those insights into **hard underwriting and risk rules** * Build a **flexible decisioning framework** to test and adjust rules over time * *Optional but highly appreciated:* develop ML risk models to predict repayment and default risk * Collaborate closely with the founders on **product, risk, underwriting, and roadmap decisions** * Shape the long-term architecture of **RentFlow's AI, ML, and data stack** **You'll Be a Great Fit If You** * Have **worked with LLMs in production** and know where to apply them * Are comfortable working with messy financial data * Care about **real-world impact** * Enjoy **high ownership**, fast iteration, and ambiguous problem spaces * Want to help define the **technical DNA** of an early-stage company * Are excited to be an **early hire with outsized impact, real equity, and real leverage** on product and company direction **Why This Role Is Different** * Your work will directly impact **real money and real outcomes** * You'll help define an entirely **new category** at the intersection of rent, finance, and AI * You'll work **side-by-side with founders** * You'll have **meaningful equity and real leverage** from day one If you want to build something with **real stakes, real users, and real impact** as an early hire, we'd love to talk!