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Vivek Ramaswami, Angel Investor at Madrona

Vivek Ramaswami

Angel Investor @ Madrona

San Francisco, United States

Vivek Ramaswami is a Series A investor at Madrona in San Francisco focused on Cyber Security and Developer Tools. Vivek focuses on early-growth investment opportunities. Prior to joining Redpoint, Vivek was in the technology, media and telecommunications investment-banking division of Goldman Sachs, where he focused on large-scale enterprise, storage, and SaaS businesses. He helped advise a number of clients on mergers and acquisitions, spin-offs, and equityand debt financings. At Goldman Sachs, Vivek worked with companies such as Hewlett-Packard, NetApp, Tableau Software, RingCentral, InfoBlox, SanDisk, and others. He earned a bachelor’s degree from the Richard Ivey School of Business at the University of Western Ontario.Vivek is an avid runner, novice backpacker, and a proud Canadian.

Total investments:
1
Lead investor:
100%

Last updated:

Industries Vivek Ramaswami invests in

Cyber SecurityDeveloper ToolsArtificial Intelligence

Stages Vivek Ramaswami invests in

Series A

Countries Vivek Ramaswami invests in

United States

Contacts

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Investment Focus

Industry

  • Cyber Security 1 (100%)
  • Developer Tools 1 (100%)
  • Artificial Intelligence 1 (100%)

Investments

CompanyDescriptionRoundLinks
Gray Swan AI is an AI security company that develops tools for evaluating and protecting large language model deployments. Its platform focuses on identifying vulnerabilities such as jailbreaks, prompt injections, harmful outputs, and other adversarial attacks that can affect AI systems in production. The company offers products including Shade, anautomated red-teaming and vulnerability assessment tool, and Cygnal, a runtime protection layer that monitors and filters AI interactions in real time. Gray Swan’s technology is designed to work with multiple AI providers and is used to test the security and reliability of AI applications, agents, and workflows. The company also operates adversarial testing programs and collaborates with AI researchers and enterprises to study emerging threats and improve AI safety practices. $40M / Series A / May 28, 2026

Co-Investors

Madrona

About Madrona

VC Fund · Seattle, United States

Madrona Venture Group is a Seattle-based venture capital firm. The firm prefers to invest in businesses that are involved in information technology, e-commerce, digital media, advertising, software, gaming, data, analytics, mobile, and infrastructure.

Madrona Contacts

NameEmailPhoneSocials
Chris Picardo
Chris Picardo Senior Associate
Hope Cochran
Hope Cochran Managing Director
John Torrey
John Torrey Venture Partner
Jon Turow
Jon Turow Partner
Len Jordan
Len Jordan Managing Director

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FAQ

What does Vivek Ramaswami invest in?

Vivek Ramaswami invests primarily in Cyber Security, Developer Tools and Artificial Intelligence startups, most often at Series A stage. Most of the 1 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

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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 Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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