Ross Overstreet

Pensacola, Florida

Ross
Overstreet

I build the systems businesses run on.

Founder of Rev.io · Co-founder & CTO of Talent Pronto

Now

Co-founder & CTO, Talent Pronto

An AI hiring platform. Back to building full-time, with AI in the stack from day one.

talentpronto.com↗

Track record

19yrsfounding to exit at Rev.io
$20B+in payments and invoices, every tax and charge calculated
200+employees at peak, bootstrapped
8×Inc. 5000 honoree
200+banks penetrated as a security consultant. Legally.
Millionsof people use software I designed

The Rev.io years

I founded Rev.io, a billing and fintech SaaS platform for recurring-revenue businesses, and ran it for nineteen years. Bootstrapped it through 200+ employees and eight appearances on the Inc. 5000, then exited via a majority recap to private equity. A life-changing outcome.

Along the way I held every seat: CEO, CTO, CFO. The software my teams and I built moved more than twenty billion dollars in payments and invoices for hundreds of companies. The invoices weren't just processed. Systems I designed calculated every line on them: usage, charges, prorations, and the taxes on all of it. Then rendered, printed, and delivered them. Millions of people have used software I designed, mostly without ever knowing my name. That's how B2B works, and I love it.

Before that

In my early twenties I was a security consultant. Banks hired me to break into them: their networks, their branches, sometimes their locks. I got into more than two hundred. Every engagement made me better at building systems that don't break.

The short version

Self-taught, starting at eight years old. I read every technical book I could get my hands on. Never cared about playing games on computers. I only ever wanted to build things with them. Still true.

Off the clock

I retired at 38. It lasted a few years. Turns out I'm a builder, not a retiree. Husband, father of four boys. I pick locks, play guitar, and lift heavy things. Currently in Pensacola, Florida, with deep roots and a lot of ties in Atlanta.

Get in touch

 

Built by hand in Python. Palette borrowed from Monet.