From BoxGroup to Benchmark and Back | Greg Rosen, Partner at BoxGroup | Ep. 22

ℹ️ EPISODE INFO

Released

August 20, 2025

Duration

45m

Channel

Uncapped with Jack Altman

Watch on YouTube

▶ Open ↗

📝 EPISODE DESCRIPTION

(If you enjoyed this, please like and subscribe!) Greg Rosen is a Partner at BoxGroup. Greg was the first hire at BoxGroup outside of the founders, David Tisch and Adam Rothenberg. After moving to the West Coast to work with Benchmark and Bedrock, Greg rejoined BoxGroup and currently invests out of their San Francisco office. An engineer by training, Greg built iOS games in high school before dropping out of college at 19 to join Jim Pallotta's venture fund in New York City. BoxGroup is an NYC-based seed stage venture capital firm that has invested in over 500 seed-stage startups over the last 15 years, including Plaid, Ro, Ramp, Clay, Scopely, Warp, Cursor, PillPack, Amplitude, Flatiron Health, Stripe, Warby Parker, Harry’s, Oscar, Flexport, Classpass, Vine, GroupMe, Airtable and more. We covered:

• Being collaborative at scale
• Avoiding adverse selection
• Getting to a yes instead of no
• Venture calendar audits
• Running the right strategy

Timestamps: (0:00) Intro (0:47) The collaborative venture model (5:47) Adverse selection vs coverage (11:59) How to see a ton of companies (14:44) Getting to founders early (21:10) Helping teammates get to a yes (23:25) Why there aren’t more BoxGroups (27:57) What’s learnable about picking (31:46) Calendar auditing (34:39) Focusing on where you’re outlier (37:25) Depth vs breadth of network (41:03) The future of code (44:00) Brain computers More on Greg: https://www.boxgroup.com/ https://x.com/grosen More on Jack: https://www.altcap.com/ https://x.com/jaltma https://linktr.ee/uncappedpod Email: friends@uncappedpod.com

🎤 SPEAKERS

• Greg Rosen

  guest

• Jack Altman

  host

🧾 EPISODE SUMMARY

In this episode of Uncapped with Jack Altman, featuring Greg Rosen and Jack Altman, From BoxGroup to Benchmark and Back | Greg Rosen, Partner at BoxGroup | Ep. 22 explores boxGroup’s Switzerland venture strategy: win by seeing more, earlier Rosen argues collaborative venture is inherently anti-scale unless you refuse to lead rounds, because leading breaks the trust required to be “Switzerland” in syndicates.

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