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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

20VC: Bill Gurley and Michael Eisenberg on The First Signs of an Impending Bust, What Happens with a Market Crash, How Do Public Markets Impact Private Valuations & The Biggest Lessons from 20 Years Investing in Venture

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC

Finance, Venturecapital, Tech News, News, Siliconvalley, Technology, Investing, Startups, Business

4.4637 Ratings

🗓️ 6 December 2021

⏱️ 50 minutes

🧾️ Download transcript

Summary

Bill Gurley is a General Partner @ Benchmark, one of the most successful funds of the last decade with a portfolio including Uber, Twitter, Dropbox, Modern Treasury, Snapchat, StitchFix, and many more. As for Bill, widely recognized as one of the greats in venture having worked with GrubHub, NextDoor, Uber, OpenTable, Stitch Fix, and Zillow. Prior to Benchmark, Bill was a partner with Hummer Winblad Venture Partners.

Michael Eisenberg spent 15 years as a General Partner @ Benchmark working alongside Bill and the Benchmark partnership. Following Benchmark, Michael co-founded Aleph, one of the leading Israeli venture funds of the last decade with a portfolio including Lemonade, Melio, and HoneyBook, just to name a couple of Aleph's unicorns.

In Today’s Episode with Bill Gurley and Michael Eisenberg You Will Learn:

1.) How does the current market activity in venture today compare to the dot com bubble? What elements are different? What elements are the same? What were the ramifications of the dot com bubble? Would Bill and Michael expect to see the same again? Is there anything good that comes from bubbles? How did the prior bubble impact Michael and Bill's investing mindset?

2.) Does Bill Gurley agree that Benchmark are the only firm to have retained price discipline in this crazy market? How do Bill and Michael think about their own relationship to price today? How does Bill try and answer the question, "what could go right?" when he meets entrepreneurs today? On reflection, what have been Michael and Bill's biggest miss? How did it change their approach?

3.) How does one compete in a world of Tiger and crossover funds? When it comes to capital deployment and pacing, do Michael and Bill agree with the suggestion of "playing the game on the field"? What are the nuances to this statement? What companies does Bill believe capital can be a moat for? What companies is capital not a moat and they should be conservative with raising and pre-emptive rounds?

4.) Do Bill and Michael believe that ownership still matters today with outcomes being larger than ever? How do Bill and Michael feel about the importance of temporal diversification today in a world of compressed deployment cycles? What investing lesson learned over 25 years in the business do Bill and Michael wish they had known when they started? 

Item’s Mentioned In Today’s Episode with Bill Gurley and Michael Eisenberg

Bill’s Favourite Book: The Storytelling Animal: How Stories Make Us Human

Transcript

Click on a timestamp to play from that location

0:00.0

Welcome back. This is 20VC with me, Harry Stebbings, and you might remember last month we did a show with Arthur Patterson and Jim Schwartz at Excel, where they analysed how today compared to the booms and busts of the 80s. Post that episode, we were inundated with requests to compare how today compares to 99 and dot-com periods. And today, we could not have two more perfect people for this. I'm so excited for this

0:21.8

episode. First, we have Bill Gurley. Bill needs no introduction, but as general partner at Benchmark,

0:26.6

he's widely recognised as one of the greats in venture, having worked with Grubhub,

0:30.6

Next Door, Uber, Open Table, Stitch Fix, and Zillow, to name a few. And joining Bill in the

0:36.0

hot seat is his former partner at

0:37.5

benchmark, Michael Eisenberg. Michael spent 15 years as part of the benchmark partnership

0:41.8

before co-founding Aleph, one of Israel's leading early stage funds with a portfolio including

0:46.8

lemonade, milio and honey book, just to name a couple of their unicorns. But before we dive into

0:51.8

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