RentFlow (YC S24) Is Hiring

Summary

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 ~3x MoM. 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 AI/ML lead to own underwriting, cash-flow intelligence, and data insights end-to-end. This is a foundational role. You’ll design and ship models that make real financial decisions in production, affecting how and when business owners pay rent each month. You’ll work directly with the founders and have meaningful ownership over both technical direction and business outcomes. What You’ll Do Model messy, real-world SMB cash flows from transaction-level data Build and iterate on underwriting & decisioning systems Leverage LLMs to surface unique insights into business owner behavior and the forces shaping cash flow beneath the surface Turn raw financial data into clear, natural ins...