About Mathew Caldwell
Mathew Caldwell is a co-founder & CEO, director at Chiri.
Experience
This experience comes from Mathew Caldwell's profile and from SEC filings. For roles taken from filings, the years are when the filings name Mathew Caldwell in the role, so the role may have started earlier or lasted longer.
Chiri, Inc. Current
Co-founder & CEO, director
Co-Founder & President (2025 – Present)
2025 – Present · Johns Creek, GA
Chiri builds and operates custom AI applications and agents for businesses.
LS
LEPTA Payment Solutions Current
Advisor
2025 – Present
TD
Tamalpais Development Current
Co-Founder
2024 – Present
PP
PeopleTech Partners Current
Strategic Advisor
2017 – Present
TE
Teamable
Strategic Advisor
2023 – 2024
RO
RockitLaunch
CEO & Co-Founder
2017 – 2023
RO
RocketPower
Founder, CEO - 3X Forbes Top Startup to Work For - 2020 - 2022
2016 – 2023
UN
UnitedMasters
Advisor
2020 – 2022
DI
Drafted, Inc
Investor and Advisor
2018 – 2022
SH
Scout Technologies (We help you hire!)
Advisor
2017 – 2022
RO
Ro
Advisor
2019 – 2020
SR
Starsky Robotics
Strategic Advisor
2018 – 2020
NP
Norwest Venture Partners
Advisor
2017 – 2018
AL
Apartment List
Advisor
2017
HO
HoneyBook
Advisor
2016 – 2017
SH
Shippo
Advisor
2016 – 2017
RE
Remix
Advisor & Consultant
2016 – 2017
TA
Tilt.com (acquired by Airbnb)
M&A Consultant
2016 – 2017
TA
traind.net (acquired by AlwaysHired)
Advisor & M&A Consultant
2015 – 2017
IN
Instacart
VP of People
2014 – 2016
Key Colleagues at Startups
The people Mathew Caldwell works with at each company, as listed on that company's latest Form D.
Chiri, Inc. · Form D, Jul 10, 2026
DH
Dustin Haugland
Co-founder & CSO, director
MW
Matthew Wimberly
Co-founder & CTO, director
NC
Nick Cote
Co-founder & CPO, director
JB
Jeffrey Baumgarten
Co-founder & COO, director