Holly Maloney


Investment Team

Managing Director


I discovered my passion for collaborating with successful management teams early in my profession while advising technology companies at AGC. I learned from the start that the best relationships between companies and investors are based on philosophical alignment around the opportunity at hand and how to maximize it. Working alongside founders and executives as a board member has been critical to developing an innate sense for finding that alignment, building on it, and achieving a shared vision for the business.

I began my career as an investor at Guidepost Growth Equity (FKA: North Bridge Growth Equity) several years ago. I worked hard to build a foundation for what I hoped to be a long-term career: sourcing and executing investments in software-based companies; and cultivating trusted relationships with entrepreneurs and industry executives. While there, I developed a passion for industry-focused companies with highly scalable business models, which may include subscriptions, transactions and high margin services. Given I have always been drawn toward industries with complexity and in the early innings of digital transformation, it may be no surprise that I now spend all of my time in healthcare .

While I was trained as a growth stage investor, I now invest across all stages in healthcare. I love to bring learnings from more mature businesses to companies seeking or in the early stages of product market fit, and to inform growth stage businesses of the innovation occurring in the startup ecosystems that are relevant to them.  Companies I have invested in include CapitalRX, Sondermind, Ribbon Health, Tempo, Transcarent, Material Bank, Teamworks and Predictive Index.

Scaling a successful business into one that defines or disrupts a category often involves pattern recognition – knowing in advance how events are likely to unfold – and the team at General Catalyst has those insights in abundance. I am fortunate to be surrounded by the wealth of experience within this team.

I am a relatively new mama to two girls under two (Quinn and Riley), and live with them, my amazing partner Mike and our dog Bo in Marin County. While I find true passion in my work, I also enjoy being as active (and admittedly, competitive) as I can – running, hiking, biking, exploring. Surfing is a new discovery, so I’m eager to hear about your favorite breaks. I am a proud member of the Board of Trustees and Investment Committee of Bowdoin College and a steering committee member of AllRaise.