Uncapped with Jack Altman Uncapped #22 | Greg Rosen from BoxGroup
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Aug 20, 2025 Greg Rosen, Partner at BoxGroup, shares insights from his journey in venture capital, starting as the first hire at BoxGroup and working with startups like Plaid and Warby Parker. He discusses the importance of collaboration at scale in investing and avoiding adverse selection. Rosen emphasizes getting to 'yes' with founders, the value of proactive networking, and the significance of individual decision-making in his team. He also touches on the evolving tech landscape, from mobile devices to the potential of AI and brain-computer interfaces.
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Maintain Collaborative Neutrality
- BoxGroup intentionally stays "Switzerland" by avoiding leading large seed rounds to preserve open collaboration with other investors.
- They scale by writing many mid-sized checks and prioritizing founder alignment over maximal ownership.
Be The First Clear Yes
- Make it easy for founders to say yes by sizing checks to be meaningful in market context, not by trying to lead every round.
- Commit enough early capital to be the first yes and help founders find a lead later.
Solve Adverse Selection First
- The primary risk to their collaborative model is adverse selection, not lack of ownership.
- They trade ownership percent for broader access to the best early opportunities.