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Patrick O'Shaughnessy, Co-Founder & Partner at Positive Sum

Patrick O'Shaughnessy

Co-Founder & Partner @ Positive Sum

Minneapolis, United States

Patrick O'Shaughnessy is a seed investor at Positive Sum in Minneapolis focused on Software and Artificial Intelligence. Patrick O'Shaughnessy is the Founder and CEO of Positive Sum Advisors LLC

Total investments:
18
Last investment:
Lead investor:
44%

Last updated:

Industries Patrick O'Shaughnessy invests in

SoftwareArtificial IntelligenceFinanceWellnessHealth Care

Stages Patrick O'Shaughnessy invests in

SeedSeries ASeries CAngelSeries B

Countries Patrick O'Shaughnessy invests in

United StatesUnited Kingdom

Contacts

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Socials

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Investment Focus

Industry

  • Software 6 (33%)
  • Artificial Intelligence 4 (22%)
  • Finance 3 (17%)
  • Wellness 3 (17%)
  • Health Care 3 (17%)
See all 38 industries →

Stage

  • Seed 5 (28%)
  • Series A 3 (17%)
  • Series C 3 (17%)
  • Angel 1 (6%)
  • Series B 1 (6%)
See all 9 stages →

Country

  • United States 10 (56%)
  • United Kingdom 2 (11%)

Investments

CompanyDescriptionRoundLinks
Ridgeline is an information technology company that specializes in software development to deliver for the investment management industry. The company is driven by its mission is to partner with investment management firms to modernize its software. Ridgeline was founded in 2018 and headquartered in Nevada, United States. $250M / Series E / Sep 16, 2026
The all-in-one operations and intelligence infrastructure powering IRL enterprises. Seed / Jul 15, 2026
Cubby Law offers customized study resources based on each student's classes and instructors from the first reading to the last test. $2.8M / Seed / Aug 19, 2025
Passthrough develops a platform that automates the subscription process for private funds. It makes it easy to distribute subscription agreements to investors and have them executed electronically. $10M / Series A / Feb 01, 2023
Tegus is a qualitative research platform for buy-side investors. The company's database is a smart-searchable platform of peer-led expert call transcripts by investors for investors. Its on-demand transcripts enable investors to get up to speed on a name in hours, not days. With Tegus, investors can get into the nuts and bolts of a business,leveraging expert research on demand.For custom calls, Tegus offers white glove service to connect its customers with top experts, all without the usual markup. Its database customers enjoy custom sourced 1:1 expert calls at the adviser's cost. $20M / Venture - Series Unknown / Sep 28, 2022
Entrepreneurs First provides programs that identify individuals interested in building technology companies and support them through the early stages of company formation. The organization evaluates applicants as individuals and brings selected participants into cohorts where they explore ideas, connect with potential cofounders, and form startupteams. Participants receive guidance on idea development, product validation, and company creation while preparing to seek venture funding. Entrepreneurs First also provides financial backing and structured programs that include workshops, mentorship, and networking with investors. Through these activities, the organization facilitates the transition from individual participants to newly formed startup companies. $170.1M / Series C / Jun 28, 2022
Entrepreneurs First provides programs that identify individuals interested in building technology companies and support them through the early stages of company formation. The organization evaluates applicants as individuals and brings selected participants into cohorts where they explore ideas, connect with potential cofounders, and form startup teams. Participants receive guidance on idea development, product validation, and company creation while preparing to seek venture funding. Entrepreneurs First also provides financial backing and structured programs that include workshops, mentorship, and networking with investors. Through these activities, the organization facilitates the transition from individual participants to newly formed startup companies. $158M / Series C / Jun 28, 2022
Passthrough develops a platform that automates the subscription process for private funds. It makes it easy to distribute subscription agreements to investors and have them executed electronically. $5M / Seed / Feb 15, 2022
HumanCo is a disruptive mission-driven holding company that focuses on investing in Healthier Living.Despite all the advances in science and modern medicine, this is the first generation in recorded human history that is predicted to live a shorter lifespan than the previous generation. At HumanCo, it hopes to reverse this trend and effectmeaningful change through the companies in which we invest and incubate. $35M / Seed / Sep 22, 2021
Eight Sleep is the first sleep fitness company. It leverages innovation, technology, and personal biometrics to restore individuals to their peak energy levels each morning. Backed by leading Silicon Valley investors including Khosla Ventures and Y Combinator, it was named by Fast Company in 2018 as one of the Most Innovative Companies in ConsumerElectronics.It was founded in 2014 and is headquartered in New York, United States. Angel / Jun 09, 2021
See all 18 investments →

Co-Investors

Positive Sum

About Positive Sum

VC Fund · Stamford, United States

Positive Sum is a venture capital and private equity firm that helps teams build extraordinary businesses.

Positive Sum Contacts

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Patrick O'Shaughnessy
Patrick O'Shaughnessy Co-Founder & Partner

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FAQ

What does Patrick O'Shaughnessy invest in?

Patrick O'Shaughnessy invests primarily in Software, Artificial Intelligence and Finance startups, most often at Seed and Series A stage. Most of the 18 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

How do I contact Patrick O'Shaughnessy?

Public channels for Patrick O'Shaughnessy include LinkedIn. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.

When did Patrick O'Shaughnessy last invest?

The most recent investment recorded for Patrick O'Shaughnessy closed in Sep 2026. Shizune tracks 18 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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