This post is by Jason Lemkin from SaaStr
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It’s complicated. Having a “good exit” is a special thing. You will make some money, perhaps even life-changing money. It will prove you can do it. It will Level You Up in the hierarchy of founders. You will have beaten the odds, and be a “winner”. But as time goes by, you may see it all differently. You may see you only get so many at-bats. At least most of us only have so many. So many chances to build something, to do something great, to lead and be part of a great team. You’ll see that when you sell, you are monetizing an at-bat … but also giving it up. You may look back and see it as the right, great opportunity. Especially if the market changes on you. If you lose your competitive position. If you can’t raise enough capital. Those are good reasons to sell, for sure.
- If you reach scale, if you reach critical mass.
- And if you’ve built something with a brand, with momentum, with net negative churn and happy customers.
- And you do that with a team you enjoy working with, that you think can keep up with the pace of change in the market.
The Box experience, not selling early-ish for $600m+: