Investing Profile

Patrick O'Shaughnessy(57)

CEOVCInvestorFounder
Partner and CEO @ Positive Sum
positivesumvc.comStamford, Connecticut
Photo of Patrick O'Shaughnessy, Partner at Positive Sum VC

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University of Notre Dame Network
66 CONNECTIONS
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$100K - $1M
$100K
12
$20M
CompanyStageDateRound SizeTotal Raised
Speakeasy
SeedJul 2026
$38M
Co-investors: Crystal Huang (GV (Google Ventures)), Astasia Myers (Felicis Ventures), Jordan Segall (Redpoint Ventures), Bucky Moore (Lightspeed Venture Partners), Kristina Shen (Andreessen Horowitz), Byron Deeter (Bessemer Venture Partners), Genevieve Gilbreath (Springdale Ventures), Wesley Chan (FPV Fund), Amit Agarwal, Ameet Patel
Cubby Law
SeedAug 2025$3M
$3M
Co-investors: Jonathon Triest (Ludlow Ventures)
Passthrough
Series AFeb 2023$10M
SeedFeb 2022$5M
$15M
Co-investors: Eric Bahn (Hustle Fund), Adam Demuyakor (Wilshire Lane Capital), Sam Cates (Positive Sum VC), Winter Mead (Mead and Mead), Samir Kaji (Kauffman Fellows), Robert Moore
Tegus
Series UnknownSep 2022$20M
$20M
Co-investors: Sam Cates (Positive Sum VC)
Entrepreneurs First
Series CJun 2022$160M
$380M
Co-investors: Reid Hoffman (Greylock), Mustafa Suleyman (Greylock), Danny Rimer (Index Ventures), Matt Cohler (Benchmark), Will Neale (Learn Capital), Andrew J Scott (7percent Ventures), Eric Schmidt (Innovation Endeavors), Nat Friedman (C2 Investment), Lachy Groom (Physical Intelligence), Sarah Leary (Unusual Ventures), Elad Gil (Gil Capital / Gil & Co), Matt Mullenweg (Audrey Capital), Auren Hoffman (SafeGraph), Zehan Wang, Claire Hughes Johnson, John Collison, Patrick Collison, Charlie Songhurst, Tom Blomfield
HumanCo
Convertible NoteSep 2021$35M
$35M
Co-investors: Joe Lonsdale (8VC), Kurt Seidensticker (The Family Fund), Venus Williams (IK Tenns), Chris Denny-Brown (O'Shaughnessy Ventures), Nick Jonas, Edward Norton, Anjula Acharia Bath, Nick Green
Eight Sleep
Series CJun 2021
$250M
Co-investors: Trae Stephens (Founders Fund), Kevin Hartz (Founders Fund), Ryan Petersen (Founders Fund), Hemant Taneja (General Catalyst), Fred Ehrsam (Paradigm), Igor Ryabenkiy (Altair Capital Management), Jared Friedman (Y Combinator), David Sacks (Craft Ventures), Jason Calacanis (Uber), Sahin Boydas (Angel investor), Shawn Dimantha (Angel investor), Chris Moreno (Engage Ventures), Alexander Piskunov (KAAN Ventures), Sophia Amoruso (Trust Fund), Matthew Dellavedova (Athletico Ventures), Ankur Nagpal (Vibe Capital), Kyle Vogt (Cruise Automation, Inc.), Alex Rodriguez (Vision/Capital/People (VCP)), Geoffrey Woo (Anti fund), Avlok Kohli (AngelList), Moshe Lifschitz (US Investment Partners), Todd Goldberg (Todd and Rahul's Angel Fund), Niv Dror (Shrug Capital), James Murphy (Proton Enterprises), Rahul Vohra (Todd and Rahul's Angel Fund), Scott Belsky (A24), Kal Vepuri (Brainchild), Naval Ravikant (Sm4rt Predictive Systems), Jesse Robbins (Heavybit Industries), Bryan Rosenblatt (Craft Ventures), Anthony Pompliano, Sahil Lavingia, Karim Atiyeh, Marcy Simon, Kevin Hart, Babak Nivi
Prefect
Series AFeb 2021$12M
$56M
Co-investors: John Curtius (Tiger Global Management), Morgan Livermore (Quiet Capital), Ethan Kurzweil (Chemistry VC), Nat Friedman (C2 Investment), Daniel Gross (C2 Investment), Anthony Goldbloom (AIX Ventures), Gavin Baker (Atreides Management), Sam Teller (Valor Equity Partners), Chris Denny-Brown (O'Shaughnessy Ventures)
Principal and Portfolio Manager O'Shaughnessy Asset ManagementPresent
Host Invest Like the BestPresent
Chairman ColossusPresent
Founder and Chairman ColossusPresent
Founder and CEO Positive SumPresent
University of Notre Dame BA Philosophy
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