Senior AI/ML Lead

Senior AI/ML Lead at RentFlow — San Francisco, CA, US

  • Company: RentFlow
  • Location: San Francisco, CA, US
  • Employment type: FULL_TIME
  • Salary: USD 130000–200000 / year
  • Posted: 2026-07-17

About this role

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 insights for business owners and their partners

Design signals that balance risk, growth, and user trust in real time

Collaborate closely with founders on product, risk, and roadmap decisions

Shape the long-term architecture of RentFlow’s AI & data stack

 

You’ll Be a Great Fit If You

Have built and shipped ML or data-driven systems in production

Have worked with LLMs in production and know where to apply them 

Are comfortable working with imperfect, noisy 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 models directly control 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!

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