The Challenges of Momentum Investing

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It was a very easy playbook to say, Hey, what did Sequoia, whoever successful got a great track record? What did they invest in? And then offer that founder, double the valuation. That's exactly the same as people buying into Kathy Woods, Arc Fund, right? It's just going crazy. So it can't not go up buying into board apes. But you never ask yourself, what's a board a worth or what's in Kathy Woods portfolio? Then drilling down into those specific investments and saying, okay, well, what's the zoom's actual revenue? What's the multiple?

Jason and Molly chat with Jason Lemkin of SaaStr (01:44). They discuss: advice for new VCs (16:14), the future of SaaS investing (27:37), playing offense as investors (35:50), secondaries and more.

(00:00) Jason and Molly tee up today’s interview show
(01:44) Jason and Molly speak with Jason Lemkin of SaaStr
(14:59) Notion - Get started for free at https://notion.com/thisweekinstartups
(16:14) Jason Lemkin’s advice for new fund managers
(26:16) Microacquire - Sell your business with no fees at https://try.microacquire.com/twist
(27:37) Will SaaS investments continue to be good?
(32:44) What makes Notion so good?
(34:44) AdQuick - Visit https://adquick.com/twist and mention TWIST to get $1000 off your first campaign.
(35:50) What does it mean to play offense? Why should you be playing offense now if you have the runway?
(39:35) Jason Lemkin’s predictions for the next year & advice for capital allocators/investors
(52:25) Are founder secondary sales a red flag?
(1:01:20) Strategies for investors in a down market

FOLLOW Jason Lemkin: https://twitter.com/jasonlk
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