About Positive Sum
Positive Sum is a venture capital firm founded in 2020. It is primarily based out of Seattle, United States. As of May 2026, Positive Sum is an active investor, having invested in 17 companies, with 1 new investment in the last 12 months. It primarily invests in Series A round in United States based startups. Its investments are spread across a wide range of sectors from Enterprise Applications to High Tech and FinTech. Most recently it participated in the $***** Series D round of Cognition Technologies Overall, Positive Sum portfolio has seen 3 unicorns and 5 acquisitions including key companies like Eight Sleep, Vanta and Passthrough. A lot of funds co-invest with Positive Sum, with names like Tiger Global Management sharing a substantial percentage of its portfolio. Positive Sum has team of 4 people including 2 partners.Key Metrics
Team Members
Portfolio Count
Portfolio Sectors
Portfolio Locations
Rounds of Entry
Series A, Series B & 2 more
Portfolio Acquisitions
Portfolio Unicorns
Deals in last 12 months
Positive Sum's List of Top Investments
Positive Sum has a portfolio of 17 companies, including 3 unicorns. Their most notable investments are in Blues and Bottomless.Their portfolio spans across and United States. They have invested in Enterprise Applications, High Tech, FinTech and 9 other sectors, across stages such as Series A, Series B and 2 more. Here is the list of top investments by Positive Sum:
1. Eight Sleep
Provider of AI-based internet-first brand of mattress and smart mattress covers. It provides an AI-based internet-first brand of thermoregulated mattress, carbon air pillow, and smart mattress cover that is controlled via smartphone. It allows the user to set the temperature of the mattress independently and monitor the body vitals such as breathing and heart-rate variability. This control allows the user to fall asleep faster and improves the quality of sleep. The app can be connected with other smart devices to monitor sleep activity.
Key facts about Eight Sleep
- Founded Year: 2014
- Location: New York City (United States)
- Valuation: $*****
- Stage: Series D
- Total Funding till date: $323M
- Employee Count: 270 as on Aug 31, 2026
- Investors: SoftBank Group, StartX and 88 Others
- Latest Funding Round: Series D, Mar 04, 2026, $*****
- Highlight: Editors' Pick
2. Vanta
Provider of a platform for automating security and compliance programs. The platform offers continuous governance, risk, and compliance management. It facilitates personnel access control, risk management, and third-party risk oversight. The platform also provides questionnaire automation, trust center functionalities, and streamlined audit processes. It integrates with various tools and offers an application programming interface for custom integrations.
Key facts about Vanta
- Founded Year: 2018
- Location: San Francisco (United States)
- Valuation: $*****
- Stage: Series D
- Total Funding till date: $504M
- Employee Count: 1,995 as on Aug 31, 2026
- Investors: Goldman Sachs, Workday Ventures and 22 Others
- Latest Funding Round: Series D, Jul 23, 2025, $*****
- Highlight: Editors' Pick
3. Rogo
AI for investment banks, private equity firms, and hedge funds. It delegate research tasks to a domain-specific personal analyst that understands finance. It integrates internal and external data sources, maintaining accuracy, transparency and auditability. It collaborate closely with teams to build custom AI models that solve specific problems. It combines expertise from top financial institutions, tech companies, and academia, including ex-investment bankers and AI researchers, to create next-gen financial technology.
Key facts about Rogo
- Founded Year: 2021
- Location: New York (United States)
- Valuation: $*****
- Stage: Series D
- Total Funding till date: $310M
- Employee Count: 229 as on Aug 31, 2026
- Investors: Kleiner Perkins, Thrive Capital and 17 Others
- Latest Funding Round: Series D, Apr 29, 2026, $*****
- Highlight: Editors' Pick
4. Casa
Platform offering self-custody solutions for cryptocurrency. It provides more security than single hardware wallets, mobile phone wallets, browser extensions, and custodians. Users can download the app on Android & iOS devices.
Key facts about Casa
- Founded Year: 2016
- Location: Denver (United States)
- Stage: Series A
- Total Funding till date: $52.5M
- Employee Count: 87 as on Aug 31, 2026
- Investors: F-Prime Capital, Compound and 22 Others
- Latest Funding Round: Series A, Dec 31, 2021, $*****
- Highlight: Editors' Pick
5. Passthrough
Fund closing and automated subscription solutions for private funds. It features tools for documentation, execution, regulatory compliance, management of workflows, and validation of accounts to assist attorneys, investors, and general partners. It ensures streamlined communications throughout the network for the submission of subscription contracts.
Key facts about Passthrough
- Founded Year: 2002
- Location: Middletown (United States)
- Stage: Acquired
- Total Funding till date: $15M
- Employee Count: 18 as on Aug 31, 2026
- Investors: Broadhaven Ventures, Motley Fool Ventures and 12 Others
- Latest Funding Round: Series A, Dec 07, 2022, $*****
- Highlight: Acquired
Positive Sum's Year-on-Year Investment Trends
Positive Sum has invested in 17 companies over the last 5 years, with an average of 2 new investments annually in the last 5 years. In 2025, it made 1 investment, while as of May 2026, it has made 1 investment in this year. Its most recent first time investment was in Cognition Technologies and most recent follow-on round was in Passthrough.Year | No. of Investments | ||
|---|---|---|---|
1st Round | Follow-on | Total | |
2026 (YTD) | 1 | 0 | 1 |
2025 | 1 | 0 | 1 |
2024 | 1 | 0 | 1 |
2023 | 1 | 0 | 1 |
2022 | 4 | 2 | 6 |
2021 | 6 | 0 | 6 |
Positive Sum's Investments by Stage
Positive Sum has made 6 investments in Series A stage with an average round size of $32.4M, 5 investments in Series B stage with an average round size of $38.4M, 2 investments in Seed stage with an average round size of $4.75M and 1 investment in Series D stage with an average round size of $1B.Stage of entry | No. of Investments |
|---|---|
Series A | 6 |
Series B | 5 |
Seed | 2 |
Series D | 1 |
Note: We have considered here, only first round of investments
Positive Sum's Investments by Sector
Positive Sum has a diverse portfolio, with companies operating in the Enterprise Applications, FinTech, High Tech, Consumer and Enterprise Infrastructure. Notably, it has invested in 17 Tech companies, 13 Enterprise (B2B) companies, 13 Software companies and at least 7 companies focusing on Saas.Sector | No. of Investments |
|---|---|
Enterprise Applications | 8 |
FinTech | 4 |
High Tech | 3 |
Consumer | 2 |
Enterprise Infrastructure | 2 |
Others | 9 |
Note: We have considered here, only first round of investments
Positive Sum's Investments by Geography
Positive Sum has made most investments in United States (13).Positive Sum's recent investments
Positive Sum has made 1 investments in 2026 so far - Cognition Technologies.Here are the most recent investments by Positive Sum:
Filter this listDate | Company | Location | Round Details | Round Amount | Co-Investors |
|---|---|---|---|---|---|
May 27, 2026 | United States | Series D | 8623 | [+16] | |
Apr 30, 2025 | United States | Series B | 6598 | [+5] | |
Jun 25, 2024 | United States | Series A | 9977 | [+14] | |
Jan 05, 2023 | United States | Series A | 2752 | [+6] | |
Dec 07, 2022 | United States | Series A | 8089 | [+3] |
Unicorns in Positive Sum's Portfolio
Positive Sum has 3 unicorns in its portfolio - Eight Sleep, Alpaca Securities and Vanta. The most recent unicorn in their portfolio is Eight Sleep. It became a unicorn in 2026.Here is a list of unicorns in Positive Sum's portfolio:
Tracxn Score | Company | Short Description | Founded year | Sector | Location | Company Stage | First Investment/ Acquisition Details |
|---|---|---|---|---|---|---|---|
80 | Provider of AI-based internet-first brand of mattress and smart mattress covers | 2014 | New York City | Series D | unyvplo | ||
54 | Internet-first stock broker | 2015 | San Mateo | Series D | yzhihdn | ||
74 | Provider of a platform for automating security and compliance programs | 2018 | San Francisco | Series D | aitcjik |
Acquired companies in Positive Sum's Portfolio
5 companies from Positive Sum's portfolio have been acquired. The most recent acquisition was Passthrough in Feb 2026 by iCapital for $*****.Here are Positive Sum's portfolio companies that got acquired most recently:
Company | Acquisition Date | First Invested on | First Round of Investment | Round Size |
|---|---|---|---|---|
Feb 13, 2026 | Feb 15, 2022 | Series A | 7778 | |
Oct 27, 2025 | - | - | 8955 | |
Oct 14, 2025 | Mar 22, 2022 | Series A | 3537 | |
Jun 11, 2024 | Sep 30, 2022 | Series B | 7165 | |
Jun 01, 2013 | May 27, 2026 | Series D | 5101 |
Team profile of Positive Sum
Positive Sum has a team of 4 members including 2 Partners and 1 Principal located in United States. Positive Sum's team does not sit on the board of any company as of now.Here is a list of all team members in Positive Sum:
Name | Designation | Location | Board Memberships | Contact Details |
|---|---|---|---|---|
Partner | Stamford | - | ||
Partner | Seattle | - | ||
Principal | Greenwich | - |
Co-investors of Positive Sum
Over the past 5 years, 206 investors have co-invested in Positive Sum's portfolio companies. This includes funds and angels.
- Invested before Positive Sum: Y Combinator, Khosla Ventures and 63 others have invested in rounds before Positive Sum. There are 3 companies where Y Combinator has invested before Positive Sum and 2 companies where Khosla Ventures has invested before Positive Sum.
- Top Co-investors of Positive Sum: 80 investors entered a company along with Positive Sum. These include investors like Tiger Global Management (2 companies).
- Invested after Positive Sum: A total of 61 investors have invested in Positive Sum's portfolio after their investments. Top Investors include Kleiner Perkins (3 companies), Sequoia Capital (2 companies) and Positive Sum (2 companies).
Recent News related to Positive Sum
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AI Startup Cognition Raises Over $1 Billion at $26 Billion ValuationTechPortal•May 27, 2026•Cognition, 8VC, General Catalyst, Lux Capital and 19 others
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Etched Raises $120M in FundingFinSMEs•Jun 26, 2024•Etched, Primary Venture Partner, Positive Sum, Hummingbird and 25 others
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Passthrough raises $8.4M to streamline investor onboarding processFusoes & Aquisicoes•Feb 01, 2023•Passthrough, Positive Sum, Motley Fool Ventures, Broadhaven Ventures and 3 others
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Blues Wireless Raises $32M To Accelerate Enterprise Adoption of Cellular IoTPR Newswire•Jan 06, 2023•Blues, Positive Sum, Four Rivers Group, Northgate Capital and 8 others
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HourWork Raises Additional $2.5 Million, Increasing Series A Round Fund Raise to $12.5 MillionRad AI•Jun 02, 2022•HourWork, MassMutual, Morgan Stanley, Positive Sum and 1 other
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Bitcoin Self-Custody Company Casa Raises $21MCoinDesk•May 10, 2022•Casa, Acrew Capital, Positive Sum, Lerer Hippeau and 4 others
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Decentralized clinical trial startup Curebase raises $40MMobiHealthNews•May 05, 2022•Curebase, Acrew Capital, World Innovation Lab, Positive Sum and 6 others
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With the goal of expanding access to clinical trials, Curebase raises $40MVator•May 05, 2022•Notable Capital, Positive Sum, Acrew Capital, Xfund and 5 others
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Passthrough Raises $5M To Simplify The Fund Closing ProcessBusiness Wire•Feb 15, 2022•Passthrough, Positive Sum, Okta, Great Oaks Venture Capital and 2 others
