"Venture Should Play More Like Moneyball" | Carson Monson | Superclusters | S6E9

"The limiting downside is actually something a lot of emerging managers don’t think about. If you can turn all of your portfolio companies that don’t hit that exit velocity, if you can find a soft landing for those companies versus that’s a writeoff and they’re dead and done, that’s extra effort, but that’s an extra turn on your fund’s performance." — Carson MonsonCarson Monson is a seasoned allocator with nearly a decade of experience backing emerging and spinout GPs across large institutions, government entities, and family offices. After stints at Greenspring, SITFO, and building a fund of funds strategy for a large European single family office, he now runs the fund of funds at CrossRange, which focuses on supporting top-tier emerging and spinout GPs.Carson has backed everything from micro funds to high-profile managers spinning out of tier-one firms. He is deeply committed to being a thought partner and strategic resource to the GPs he supports, helping them navigate the complexities of fund building and long-term success in the VC industry.You can find Carson on his socials here:LinkedIn: https://www.linkedin.com/in/carson-k-monson/X / Twitter: https://x.com/Monsson_OUTLINE:[00:00] Intro[02:08] Wildlife and wholesome trouble[06:03] The journey to being an LP[10:54] How did Carson join Greenspring?[13:55] Lessons across Greenspring[15:46] How many deals did Greenspring do per year?[18:46] An example of a qualitative metric worth measuring[20:16] How many off-thesis bets is a VC allowed to make?[21:25] When do GPs move from thematic bets to opportunistic bets?[25:45] How much AUM should any one GP have?[29:46] Why does Carson liked concentrated portfolios?[30:32] The case for concentrated portfolios[36:40] Relationships with GPs should stay at the LP partner level[39:49] Fund strategy at Fund (n) vs Fund (n + 1)[45:19] What the hell is 'critical node theory?'[49:54] Examples of great references[52:58] The halo effect of mega funds[58:48] How does Carson get to inbox zero[1:02:09] Why is CrossRange different?[1:08:17] The last time Carson had a pinch-me moment[1:10:17] Carson's ricotta gnocchi[1:12:28] Post-credit scene: Ramen, gluten, Tokyo, and Tonkatsu Suzuki Pt 2Follow David Zhou for more Superclusters content:For podcast show notes: https://cupofzhou.com/superclustersFollow David Zhou's blog: https://cupofzhou.comFollow Superclusters on X: https://x.com/SuperclustersLP