Superclusters - The Emerging LP Podcast "Venture Should Play More Like Moneyball" | Carson Monson | Superclusters | S6E9
Nov 24, 2025
Carson Monson, a partner at CrossRange Investments, blends his passion for wildlife and venture capital insights in this engaging conversation. He shares valuable lessons from his experience at Greenspring, emphasizing the importance of finding ‘soft landings’ for struggling portfolio companies. Carson passionately discusses the advantages of concentrated portfolios and the concept of playing venture like Moneyball, urging managers to focus on getting companies 'on base.' He also highlights the significance of reputation in building long-term fund strategies.
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Early Wildlife Passion Shaped Curiosity
- Carson Monson grew up obsessed with wildlife and pursued marine biology classes before parents steered him away from that career path.
- Those early experiences shaped his curiosity and observational mindset that later informed his investing career.
Networking Led To Greenspring Role
- Carson landed at Greenspring after networking through the VCIC competition and a personal connection with Sarah Zolkoski.
- He joined as an associate and helped institutionalize processes to scale deal flow efficiently.
Institutional Speed Scales Coverage
- Greenspring behaved like an early-stage firm with institutional rigor, moving fast while remaining thorough in diligence.
- That hybrid model let them complete ~150 transactions a year and scale coverage without losing decision quality.