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
105 CONNECTIONS
cb
$100K - $1M
$100K
12
$20M
CompanyStageDateRound SizeTotal Raised
Speakeasy
SeedJul 2026$7M
$45M
Co-investors: Byron Deeter (Bessemer Venture Partners), Crystal Huang (GV (Google Ventures)), Astasia Myers (Felicis Ventures), Jordan Segall (Redpoint Ventures), Kristina Shen (Bessemer Venture Partners), Genevieve Gilbreath (Springdale Ventures), Bucky Moore (Kamanu Ventures & Lightspeed Venture Partners Scout), Wesley Chan (FPV Ventures), 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), Robert Moore (Insight Partners), Adam Demuyakor (Wilshire Lane Capital), Sam Cates (Positive Sum VC), Winter Mead (Mead and Mead), Samir Kaji (Kauffman Fellows)
Tegus
Series UnknownSep 2022$20M
$20M
Co-investors: Sam Cates (Positive Sum VC)
Entrepreneurs First
Series CJun 2022$160M
$380M
Co-investors: Danny Rimer (Index Ventures), Mustafa Suleyman (Greylock), Reid Hoffman (Greylock), Matt Cohler (Benchmark), Will Neale (Learn Capital), Andrew J Scott (7percent Ventures), Zehan Wang (Self-employed), Patrick Collison (Archipelagos, Institute of Marine Conservation), Eric Schmidt (Innovation Endeavors), Nat Friedman (Self-employed), Lachy Groom (Physical Intelligence), Sarah Leary (Unusual Ventures), Elad Gil (Think Colorado), Matt Mullenweg (Audrey Capital), Auren Hoffman (Flex Capital, LLC // Turbo Ventures, LLC), Charlie Songhurst, Tom Blomfield, John Collison, Claire Hughes Johnson
HumanCo
Convertible NoteSep 2021$35M
$35M
Co-investors: Joe Lonsdale (8VC), Kurt Seidensticker (Prominent Capital Group LLC), Venus Williams (Unknown Ventures), Chris Denny-Brown (O'Shaughnessy Ventures), Nick Green, Anjula Acharia Bath, Edward Norton, Nick Jonas
Eight Sleep
Series CJun 2021
$250M
Co-investors: Ryan Petersen (Founders Fund), Trae Stephens (Founders Fund), Fred Ehrsam (Paradigm), Hemant Taneja (General Catalyst), Kevin Hartz (Founders Fund), Igor Ryabenkiy (Altair Capital Management), Kyle Vogt (Unknown Ventures), Alex Rodriguez (A-Rod Corp), Jesse Robbins (Heavybit Industries), Naval Ravikant (Sm4rt Predictive Systems), Bryan Rosenblatt (Craft Ventures), Jared Friedman (Y Combinator), David Sacks (Craft Ventures), Jason Calacanis (Uber), Sahin Boydas (Angel investor), Shawn Dimantha (Self-employed), Chris Moreno (On Deck), Alexander Piskunov (KAAN Ventures), Kevin Hart (HartBeat Ventures), Sophia Amoruso (Trust Fund), Matthew Dellavedova (Athletico Ventures), Ankur Nagpal (USVC), 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), Anthony Pompliano, Sahil Lavingia, Karim Atiyeh, Marcy Simon, Babak Nivi
Prefect
Series AFeb 2021$12M
$56M
Co-investors: John Curtius (Cedar Capital Group), Morgan Livermore (Quiet Capital), Ethan Kurzweil (Chemistry VC), Nat Friedman (Self-employed), Daniel Gross (Various), Anthony Goldbloom (AIX Ventures), Gavin Baker (Atreides Management, LP), 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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