Pensacola, Florida
RossOverstreet
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.
Track record
The Rev.io years
I founded and ran Rev.io, a billing and fintech SaaS platform for recurring-revenue businesses. 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 seventeen billion dollars in payments and invoices for hundreds of companies. For those companies it isn't a billing tool. It's the back office: CRM, billing, reporting, and sales channels, the system of record they run the whole business on. The invoices weren't just processed. Systems I architected and built 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 built, mostly without ever knowing my name. That's how B2B works, and I love it.
Background
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 150. 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 shoot photographs, play music, collect guitars, pick locks, and lift heavy things. Currently in Pensacola, Florida, with deep roots and a lot of ties in Atlanta.
Timeline
| No. | When | What |
|---|---|---|
| 01 | Age 8 | Self-taught. Read every technical book I could get my hands on. |
| 02 | Early 20s | Security consultant. Broke into 150 banks, legally. |
| 03 | Rev.io | Founded it, built it, ran it, exited it. Every seat: CEO, CTO, CFO. |
| 04 | Age 38 | Retired. It lasted a few years. Turns out I'm a builder, not a retiree. |
| 05 | Now | Talent Pronto. An AI hiring platform, with AI in the stack from day one. |
Contact
[email protected] 850.490.8850