Investor profile

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Positive Sum

VC

USGBOtherB2B SaaSAI/MLFintechEnterpriseDeep TechDevtoolsClimate

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Investment thesis

Positive Sum is an early-stage venture capital firm that backs founders pursuing their life's work, providing patient, long-term capital and deep operational support. The firm invests especially from Seed to Series B in companies that are creating and reinventing categories, focusing on unique products in large markets that demonstrate high-frequency, repeatable customer traction and aim for compounding growth over decades. Positive Sum's mission is to capture and openly share the world's best knowledge on building great businesses. By 'learning in public,' the firm cultivates a network of founders, operators, and investors, and leverages its sister company Colossus to help portfolio founders tell their stories and connect with the right audiences. The firm's name reflects its core philosophy: creating positive-sum outcomes where companies, customers, and investors all benefit together.

Notable quotes

We're trying to do that same thing with Positive Sum, the venture firm that I run and started with my partner Sam Cates back in the summer of 2020. We're gonna open up... Whenever I feel like I found something really proprietary, like I could ride this idea for a long time by myself, that's the one I know I should really give away.

Patrick O'Shaughnessy · Compound Manual interview

Positive Sum is an early-stage venture capital firm led by co-founders Patrick O'Shaughnessy and Sam Cates. Positive Sum invests across stages, especially from Seed to Series B, in companies that are creating and reinventing categories.

Patrick O'Shaughnessy · PR Newswire – Tegus investment announcement · 2022-09-28

Our mission is to capture and openly share the world's best knowledge on building great businesses. By 'learning in public', we intend to cultivate the world's smartest and most interested audience and network, and to use what we learn to benefit our portfolio companies and their visions for the future.

Patrick O'Shaughnessy · LinkedIn – Positive Sum company page

Team

Patrick O'Shaughnessy

Co-Founder & Partner

B2B SaaSAI/MLFintechEnterprise

Alison Davis Riddell

Partner

EnterpriseB2B SaaSHealthtech

Jeremy Stern

Partner

AI/MLDeep Tech

Brie Wolfson

Partner

ConsumerEnterprise

Gabriela Marques

Analyst

FintechB2B SaaSMarketplaces

Dom Cooke

Team Member

Recent investments

CompanyRoundSizeDate
CognitionSeries D$1.0b2026-05-27
RogoSeries B$160m2025-04-29
EtchedSeries A$120m2024-06-25
Physical IntelligenceSeed$70m2024-03-01
TegusSeries Unknown$20m2022-09-28
PassthroughSeries A$10m2023-02-01
BluesSeries A2023-01-05
PrefectSeed
VantaSeed
Entrepreneurs FirstSeries C$160m2022-06-01

Frequent co-investors

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