Operators Who Became Investors

Deep domain expertise in enterprise security and cloud — we've built, shipped, and scaled the products we now fund.

The Key AI Ventures Team

A small, focused team of seasoned investors and operators united by a shared belief in the power of enterprise security and cloud infrastructure.

Samantha Jackson, CEO of Key AI Ventures

Samantha Jackson

Chief Executive Officer & Founder

Samantha Jackson is the CEO and Founder of Key AI Ventures, where she leads the firm's investment strategy and portfolio development. She founded Key AI in 2021 with a conviction that enterprise security and cloud infrastructure represent the most durable and impactful investment category of our era. Prior to founding Key AI, Samantha held senior roles at leading enterprise software companies, where she developed deep expertise in security architecture and cloud operations. Her investment philosophy centers on backing founders who combine technical excellence with clear enterprise GTM instincts. Samantha is known for her conviction-driven approach and her ability to help early-stage companies land their first marquee enterprise customers through the Wing VC network.

Carmen Silva, Principal at Key AI Ventures

Carmen Silva

Principal

Carmen Silva leads sourcing and due diligence at Key AI Ventures, with a focus on cloud data infrastructure, developer tooling, and enterprise security platforms. Before joining Key AI, Carmen was a product manager at a leading cloud infrastructure company, where she shipped enterprise products used by thousands of organizations globally. She brings a builder's perspective to every investment evaluation — asking not just whether the market is large, but whether the team can execute. Carmen is particularly passionate about the intersection of AI and security operations, and she tracks the emerging category of autonomous SecOps platforms.

Aurora Hicks, Venture Partner at Key AI Ventures

Aurora Hicks

Venture Partner

Aurora Hicks serves as Venture Partner at Key AI Ventures, contributing strategic advisory and enterprise distribution expertise across the portfolio. Aurora brings over a decade of enterprise go-to-market experience, having led sales and customer success organizations at multiple security and cloud companies through rapid growth phases. She has deep relationships with CISOs and cloud infrastructure leaders across Fortune 500 enterprises, and she actively connects Key AI portfolio companies with strategic pilots and first-logo customers. Aurora advises founders on pricing strategy, enterprise sales motion, and navigating complex procurement processes.

How We Help Beyond Capital

Capital is table stakes. What differentiates Key AI is the operating and network support we bring to every company we back.

Enterprise Access

Direct introductions to Fortune 500 CISOs, cloud architects, and technology buyers through the Wing VC enterprise network and our team's personal relationships.

GTM Strategy

Hands-on help defining enterprise pricing, ICP, sales motion, and channel strategy — from the team that has done it successfully multiple times before.

Talent Network

Access to a curated network of enterprise engineering leaders, VP Sales candidates, and security operators who have built category-defining companies.

Want to Work With Us?

We invest in exceptional founders at the seed stage. Reach out if you're building in enterprise security or cloud infrastructure.

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