Investing Profile

Dalton Caldwell

VCInvestorAngel
Managing Director at Y Combinator
daltoncaldwell.comSan Francisco, California
Photo of Dalton Caldwell, Managing Director at Y Combinator
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Networks Dalton is a member of
Y Combinator Network
37 CONNECTIONS
Y Combinator Network
37 CONNECTIONS
Y Combinator Network
37 CONNECTIONS

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Current Investing Position
Y Combinator Managing Director
Investment Range
$150K - $150K
Sweet Spot
$150K
Investments On Record
166

Dalton Caldwell is on these Sector & Stage Rankings

Dalton Caldwell's Investments On Record (150)

CompanyStageDateRound SizeTotal Raised
Flex
Series ASep 2025$15M
SeedSep 2024$3M
Pre SeedSep 2023
$72M
Co-investors: Sriram Krishnan (Andreessen Horowitz), Jeffrey Berman (Camber Creek), Yash Patel (FTX Ventures), Charles Hudson (Precursor Ventures), Beth Turner (SV Angel), Jon Soberg (MS&AD Ventures), Dana Stalder (Matrix), Mark Kahn (Bria Fund), Zaid Rahman (305 Ventures), Turner Novak (Banana Capital), Saxon Baum
Novig
Series AAug 2025$18M
SeedSep 2022$6M
Pre SeedJun 2022$500K
$25M
Co-investors: Joe Montana (Liquid 2 Ventures), Nicolas Dessaigne (Y Combinator), Aneel Ranadive (Soma Capital), Paul Graham, Arash Ferdowsi
Heron Data
Series AJul 2025$17M
$18M
Co-investors: Philine Huizing (Insight Partners), Nimi Katragadda (BoxGroup), Adam Rothenberg (BoxGroup), Auren Hoffman (Flex Capital), Brad Flora (Y Combinator), Shivaas Gulati
Campfire
Series AJun 2025$39M
SeedFeb 2024$4M
$78M
Co-investors: John Locke (Accel), Angus Davis (Foundation Capital)
Crimson
Pre SeedJun 2025$500K
$500K
Claim Health
Pre SeedJun 2025$500K
$500K
Trapeze
Pre SeedJun 2025$500K
$500K
Galen AI
Pre SeedJun 2025$500K
$500K

Dalton Caldwell's Experience

Managing Director Y Combinator2020 - Present
Partner Y Combinator2014 - Present
Part-time Partner Y Combinator2013 - 2014
Founder/CEO App.net2010 - 2014
Consultant MySpace2009 - 2010
Founder/CEO imeem, inc2003 - 2009
Intern VA Software2002 - 2003