The First Business I Ever Did Was Selling Beanie Babies on eBay

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The first business Enterprise that I ever did in my entire life was selling beanie babies on eBay. There were times where it wasn't growing at all because the servers were down and they had to work directly with a third-party vendor. The multiple growth was just nuts people were willing to project way farther in the future than what actually happened.

Benchmark Capital. We tell the tale of the legendary equal partnership that accomplished something no other venture firm can claim: twice it has produced the highest returning fund of its cycle, each time with a 100% different GP lineup. If ever there were a playbook for successful generational transfer of a generational-defining venture firm, this is it. We spend 3.5+ hours digging into how the dotcom “eBay eBoys” transformed into the rockstar Fab Four of the Uber, Instagram and Snap mobile gold rush (spoiler: not by a straight line!), and what the future holds for Benchmark’s next GP generation. If you’re a student of the venture game from any angle — founder, GP, LP, etc — this is a story you need to tune in for!

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