Senior AI/ML Lead at RentFlow

About Rentflow

RentFlow is tackling a tough problem for small and medium businesses across America: The way their rent is paid each month doesn’t necessarily match the way the cash actually comes in.

We’re building the infrastructure layer to fix this.

Today, ~50% of US businesses are late on rent in any given month. The rest face an invisible struggle to make payments on time, weakening their stability month after month.

The main issue is structural: rent is impacted as a fixed lump sum on the first date, on top of every other major monthly bill, while revenue and other expenses flow unevenly. This pushes healthy businesses into frequent cash flow stress and is a major driver of business closures.

Rentflow is the first startup to turn fixed commercial rents into a cash-flow-synced product that is underwritten in real-time with transaction-level data to prevent issues before they arise.

This opens a $20B+ fare-splitting market And AI creates a natural tie in the CFO layer to the businesses and data opportunities for which we are uniquely positioned.

Were seed stageLive since May 2025, and growing ~3x MoM. We are expanding partnerships with leading rent payment platforms, fast-growing SMB software companies, and major property players in the US.

early stage opportunity

we are hiring AI/ML Lead Owning end-to-end underwriting, cash-flow intelligence and data insights.

this is one fundamental role. You’ll design and ship models that drive real financial decisions into 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 would you do

  • Sample Cluttered, real-world SMB cash flow From transaction-level data
  • create and iterate Underwriting and Decision Systems
  • Take advantage of the LLM to bring forward unique insights business owner behavior and the forces shaping cash flows beneath the surface
  • Convert raw financial data to clear, natural insight For business owners and their partners
  • The design indicates that Balance risk, growth and user trust in real time
  • Collaborate closely with founders Product, Risk and Roadmap Decisions
  • shape the long-term architecture of Rentflow’s AI and Data Stack

If you would be a great fit

  • has been prepared and sent ML or data-driven systems in production
  • to pass Worked with LLM in Production And know where to apply them
  • are comfortable to work with Incomplete, noisy financial data
  • about care Impact on the real world
  • enjoy high ownershipFast iteration, and unclear problem location
  • want to help define technical dna of an early stage company
  • excited to be Early hiring with big impact, real equity and real leverage On product and company direction

Why is this role different?

  • control your models directly Real money and real results
  • will help you fully define new category At the intersection of rent, finance and AI
  • you will work Side by side with the founders
  • you will have meaningful equity and real leverage from day one

if you want to make something Real stakes, real users and real impact As a quick appointment, we’d love to talk!



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