Investing Profile

Patrick O'Shaughnessy(57)

CEOVCInvestorFounder

Partner and CEO @ Positive Sum

positivesumvc.comStamford, Connecticut

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Patrick O'Shaughnessy's investing connections

1 Investor

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Current Investing Position

Investment Range

$100K - $1M

Sweet Spot

$100K

Investments On Record

Current Fund Size

$20M

Patrick O'Shaughnessy is on these Sector & Stage Rankings

Patrick O'Shaughnessy's Investments On Record (9)

Company	StageDateRound Size	Total Raised
Cubby Law	SeedAug 2025$3M	$3M
Passthrough	Series AFeb 2023$10M SeedFeb 2022$5M	$15M
Co-investors: Adam Demuyakor (Wilshire Lane Capital), Sam Cates (daybreak), Robert Moore
Tegus	Series UnknownSep 2022$20M	$20M
Co-investors: Sam Cates (daybreak)
Entrepreneurs First	Series CJun 2022$160M	$170M
Co-investors: Will Neale (Passion Capital), Lachy Groom (LGF), Sarah Leary (Unusual Ventures), Nat Friedman (C2 Investment), Tom Blomfield, Zehan Wang, Claire Hughes Johnson
HumanCo	Convertible NoteSep 2021$35M	$35M
Co-investors: Chris Denny-Brown (O'Shaughnessy Ventures), Nick Jonas, Edward Norton, Anjula Acharia Bath, Nick Green, Venus Williams
Eight Sleep	Series CJun 2021	$230M
Co-investors: Fred Ehrsam (Paradigm), Ankur Nagpal (Vibe Capital), Alex Rodriguez (Vision/Capital/People (VCP)), Geoffrey Woo (Anti fund), Avlok Kohli (AngelList), Jesse Robbins (Heavybit), Shawn Dimantha (Angel investor), Chris Moreno (Infinite Niches), Alexander Piskunov (KAAN Ventures), Kyle Vogt, Karim Atiyeh, Sahil Lavingia, Kevin Hart, Marcy Simon, Matthew Dellavedova
Prefect	Series AFeb 2021$12M	$24M
Co-investors: Nat Friedman (C2 Investment), Daniel Gross (C2 Investment), Anthony Goldbloom (AIX Ventures), Chris Denny-Brown (O'Shaughnessy Ventures)
Bottomless	Series AJan 2021$5M	$5M