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
38 CONNECTIONS
Y Combinator Network
38 CONNECTIONS
Y Combinator Network
38 CONNECTIONS

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Current Investing Position
Y Combinator Managing Director
Investment Range
$150K - $150K
Sweet Spot
$150K
Investments On Record
171

Dalton Caldwell is on these Sector & Stage Rankings

Dalton Caldwell's Investments On Record (154)

CompanyStageDateRound SizeTotal Raised
AiPrise
Series AOct 2025$13M
SeedSep 2022$2M
$17M
Co-investors: David Fairman (SixThirty), Petra Griffith (Wedbush Ventures), Samvit Ramadurgam, Immad Akhund
Alex AI
Series ASep 2025$17M
$21M
Co-investors: Samit Kalra (1984 Ventures), Nicolas Dessaigne (Y Combinator), Kris Fredrickson (Verified Capital)
Serafis
Pre SeedSep 2025$500K
$500K
Flex
Series ASep 2025$15M
SeedSep 2024$3M
Pre SeedSep 2023
$72M
Co-investors: Yash Patel (FTX Ventures), Sriram Krishnan (Andreessen Horowitz), Charles Hudson (Precursor Ventures), Beth Turner (SV Angel), Jeffrey Berman (Camber Creek), Liz Wessel (First Round Capital), Zaid Rahman (305 Ventures), Turner Novak (Banana Capital), Dana Stalder (Matrix), Jon Soberg (MS&AD Ventures), Mark Kahn (Bria Fund), Saxon Baum
Novig
Series AAug 2025$18M
SeedSep 2022$6M
Pre SeedJun 2022$500K
$25M
Co-investors: Joe Montana (Liquid 2 Ventures), Aneel Ranadive (Soma Capital), Nicolas Dessaigne (Y Combinator), Arash Ferdowsi, Paul Graham
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
$43M
Co-investors: John Locke (Accel), Angus Davis (Foundation Capital)
Casco
SeedJun 2025

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