Hmm, I felt I've read the occasional "serial entrepreneurs more likely to be succesful again" articles. So, I duckduckgo'd exactly that sentence, and I found immediate proof, with the all-reliable (right?) Forbes at the top search result:
"Serial Entrepreneurs Are More Successful" (from an independent contributor)
But then the second search result sets me straight: "Research: Serial Entrepreneurs Aren’t Any More Likely to Succeed" (from HBR, so arguably more reliable?)
Both articles are ~10yo, fwiw.---
Edit: this "feeling" about serial entrepreneurs to be more successful gets fed on a constant drip. Sometimes by the same culprit (hi, there, Forbes). This on my timeline yesterday: https://www.forbes.com/sites/kmehta/2022/08/23/older-entrepr...
Basically, it gives you the opportunity to do less "work that looks like work" because you did that before and was ineffective. You'll find plenty of other ways to do that, but at least you've narrowed the scope of stupid things to do a little bit. :)
I wonder if the problem is before the idea had to be so valuable to get funded despite Justin being bad at sales, now he’s gotten better so he doesn’t need to refine the idea nearly as much to get interest and investment.
In other words the friction of being bad at sales makes them work twice or mores times as hard refining the idea. I’m not sure what to call this broken feedback loop, lower burden of proof, something else, all of the above?
It takes time to build a billion dollar company, it’s unfair to compare his current ongoing initiatives to Twitch.
I agree with you. How many founders are able to find success twice? How many thrice? It's shockingly low, even amongst the most respected tech magnates.
Here's an example I like to use which I'm sure will be controversial, and I want to preface this by saying I've personally met and respect Justin Kan. But if you look at his history of starting companies, he only gets worse with time.
https://en.wikipedia.org/wiki/Justin_Kan
He started with twitch which sold for just under $1 billion, then had SocialCam which sold for $60 MM, he then sold Exec for an undisclosed amount, and after that his initiatives shut down or are ongoing. Obviously he still has time for some big exits, but the trend doesn't make it look like he's learning.