Henry Prentice

Software Investor at Mainsail Partners

📍 United States🔄 Updated September 2026💼 2 investments📅 3 years investing🗓 Last invested Oct 2025
VC🌍 United StatesInvested this year
2
Total investments
0
Early stage
0
Mid stage
1
Late stage
3y
Years active

Portfolio

1 investments · sorted by recency
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Board Observer
Oct 2025
CourtReserve powers racquet and paddle sports clubs across North America. From tennis to pickleball to padel, we’re the comprehensive platform to start, grow, and scale your facility. Built by club owners, for club owners, CourtReserve helps your entire team manage reservations, communication, payments, and more — all in one place. Launched in 2016, we now support 2,000+ active locations and over 5 million players across the racquet sports community. For every club, there’s CourtReserve™
Experience · 3 entries
All (3)
Investments (2)
Board (1)
2025
Board Observer
Oct 2025
CourtReserve powers racquet and paddle sports clubs across North America. From tennis to pickleball to padel, we’re the comprehensive platform to start, grow, and scale your facility. Built by club owners, for club owners, CourtReserve helps your entire team manage reservations, communication, payments, and more — all in one place. Launched in 2016, we now support 2,000+ active locations and over 5 million players across the racquet sports community. For every club, there’s CourtReserve™
2023
Software Investor
Jul 2023
Mainsail Partners is a growth equity firm that invests in bootstrapped B2B software companies to help them realize their full potential. Our team is purpose-built to include experienced investors and software operators who help founders build great teams, develop industry-leading products, design data-driven and scalable infrastructure, and grow market share. Mainsail’s hands-on support and best practices are delivered with a collaborative approach that respects founder-led cultures and helps build on each company’s commitment to its people and customers. With offices in Austin and San Francisco, Mainsail Partners has raised nearly $4 billion in committed capital and partnered with 100+ companies over the last 22 years. For more information, visit www.mainsailpartners.com. Don’t miss the latest Mainsail News & SaaS Growth Insights: Subscribe at: https://mainsailpartners.com/subscribe/.
2021
Investment Banking
Oct 2021
Guggenheim Partners is a global investment and advisory firm. We help governments, institutions, and individuals through two primary businesses. To learn more about these businesses, please follow their respective LinkedIn pages. Guggenheim Investments: A premier asset manager and investment advisor. (https://www.linkedin.com/company/guggenheim-investments) Guggenheim Securities : A full-service investment banking and capital markets firm. (https://www.linkedin.com/company/guggenheim-securities)