38 Founders in Chicago, IL building SaaS (2026)

38 founders in Chicago, IL and building SaaS, with company, funding, and investor detail. Includes Trajektory and Letter AI.

Founders in Chicago, IL and building SaaS (48)

Founders in Chicago, IL and building SaaS covers 48 founders on Booksy, 86 Repairs and Basecamp and 39 other companies. The most common sector is SaaS (48). Companies represented include Basis, EvenFlow AI, 4C Insights, Ascent Integrated Tech, Attain, Bisi Blvd, Centro, Chowly, DataForge, Eventnoire, FactoryFix and Five to Nine, plus 27 more. Every founder below links to a profile with their company, backers, and the filings behind each round.

Founders listed: 48
Companies represented: 42
Top sector: SaaS (48 founders)
Top location: Chicago, IL (48 founders)

Alex Kerr — Trajektory
Ali Akhtar — Letter AI
Andy Feis — Renterra
Andy Freivogel — Science On Call
Anurag Verma — PriceLabs
Brad Peterson — Fruition Partners
Bret Taylor — Quillbot
Brian Mandelbaum — Attain
Christopher L. Riley — 4C Insights
Christopher Shutts — Logik.ai
Daniel Estrada — 86 Repairs
David Anderson — EvenFlow AI
David Heinemeier Hansson — Basecamp
David Skopec — Booksy
Drew Fallon — Iris Finance
Gerry Galloway — FoodReady
Isaac Chambers — Silkline
James Oberman — Omeda
Jasmine Shells — Five to Nine
Jason Fried — Basecamp
Jeffrey Osuji — Eventnoire
Joe Gallagher — 86 Repairs
John P. Balen — RightPoint
Julie Novack — PartySlate
Katsuya Ito — INDX
Kurt Johnson — p3rceive
Matt Harpe — Basis
Michael Helmstetter — EvenFlow AI
Michael Krasman — UrbanBound
Mike McEvily — Lightstream
Mike O'Neill — HAAS Alert
Mitchell Troyanovsky — Basis
Noelle Curtis — Bisi Blvd
Patrick O'Rahilly — FactoryFix
Paul Couston — Ascent Integrated Tech
Prarthana Gupta — OrdrSmart
Pryce Adade-Yebesi — Open Ledger
Rafal Plutecki — Booksy
Rich Gallun — Sprocket Sports
Robert Ong — MOONNOX
Ryan Leavitt — LearnCore
Shawn Riegsecker — Centro
Stefan Batory — Booksy
Stella Ashaolu — WeSolv
Sterling Douglass — Chowly
Vadim Orlov — DataForge
Vadim Vladimirskiy — Nerdio
Vinay Bhagat — VMock

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•By Alejandro Cremades