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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1 Investor

Connected to Jeff Baehr (RueOne Investments).

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$100K - $1M
$100K
11
$20M
CompanyStageDateRound SizeTotal Raised
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), Winter Mead (Mead and Mead), Samir Kaji (Kauffman Fellows)
Tegus
Series UnknownSep 2022$20M
$20M
Co-investors: Sam Cates (daybreak)
Entrepreneurs First
Series CJun 2022$160M
$380M
Co-investors: Reid Hoffman (Greylock), Danny Rimer (Index Ventures), Andrew J Scott (7percent Ventures), Will Neale (Passion Capital), Eric Schmidt (Innovation Endeavors), Matt Cohler (KKR & Co. Inc.), Nat Friedman (C2 Investment), Lachy Groom (Stripe), Sarah Leary (Unusual Ventures), Elad Gil (Think Colorado), Matt Mullenweg (Audrey Capital), Auren Hoffman (Datavant), John Collison, Tom Blomfield, Zehan Wang, Claire Hughes Johnson, Patrick Collison, Charlie Songhurst
HumanCo
Convertible NoteSep 2021$35M
$35M
Co-investors: Joe Lonsdale (8VC), Chris Denny-Brown (O'Shaughnessy Ventures), Anjula Acharia Bath, Nick Green, Venus Williams, Nick Jonas, Edward Norton
Eight Sleep
Series CJun 2021
$250M
Co-investors: Trae Stephens (Founders Fund), Jason Calacanis (Sequoia Capital), Fred Ehrsam (Paradigm), Ryan Petersen (Founders Fund), Hemant Taneja (General Catalyst), Igor Ryabenkiy (Altair Capital Management), Naval Ravikant (Sm4rt Predictive Systems), Kyle Vogt (Cruise Automation, Inc.), Alex Rodriguez (Vision/Capital/People (VCP)), Jesse Robbins (Heavybit Industries), Bryan Rosenblatt (Craft Ventures), Jared Friedman (Israel Defense Forces), Ankur Nagpal (Vibe Capital), Geoffrey Woo (Anti fund), Avlok Kohli (AngelList), Moshe Lifschitz (Basement Fund), 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), David Sacks (Craft Ventures), Sahin Boydas (Angel investor), Shawn Dimantha (Angel investor), Chris Moreno (Xeal), Alexander Piskunov (KAAN Ventures), Anthony Pompliano, Kevin Hart, Sahil Lavingia, Marcy Simon, Babak Nivi, Karim Atiyeh, Matthew Dellavedova
Prefect
Series AFeb 2021$12M
$56M
Co-investors: Sam Teller (Thrive Capital), John Curtius (Cedar Capital Group), Morgan Livermore (Quiet Capital), Ethan Kurzweil (Chemistry VC), Nat Friedman (C2 Investment), Daniel Gross (C2 Investment), Anthony Goldbloom (AIX Ventures), Gavin Baker (Atreides Management), Chris Denny-Brown (O'Shaughnessy Ventures)
Bottomless
Series AJan 2021$5M
$5M
Co-investors: Turner Novak (Banana Capital), Dalton Caldwell (Standard Capital)