There's a spreadsheet. : Missing a headliner such a WeWork is worse than investing in 100 companies on the highway to failure. That’s the philosophy the founder of BoxGroup, an early stage investment firm with its hands in investments such as Plaid, Warby Parker, and ClassPass. Dubbed one of the most prolific angel investors in the Big Apple, Tisch, through BoxGroup, has invested in approximately 310 companies since its founding in 2007. He typically writes checks between $200,000 to $500,000—usually written during seed stage to series A.