Why do you think that is? It's so common to hear advice that bigco's will always want to hire people w/ Startup experience, but does that not extend to the founders?
Are there any well known cases of startup CEOs who were wildly successful as employees in another company?
Wildly might be a high bar, but otherwise it's pretty much majority of acquisitions.
But now you mention acquisitions, it could be argued that NeXT CEO Steve Jobs did OK as an Apple employee…
Direct mp3 link, since Tim Ferriss puts a wall of text before his actual content: https://rss.art19.com/episodes/6c7b3008-cf08-4aae-93f8-d3fde...
That and the cited "common knowledge[1]" that the population of CEOs contains a higher percentage of sociopaths than the general population. I have yet to work at a company that considered sociopathic characteristics as a "positive" for the company.
[1] I really have heard this from multiple sources but have yet to find any well executed study that shows it to be actually true so I treat such pronouncements with a bit of skepticism. I have heard more than a few people who are disgruntled at losing their job will blame it on their boss being a sociopath. Such externalization of causes feels good psychologically but it is also self serving.
I think it's less "The Boss" than the fact that the CEO is generally more marketing/finance focused (far less relevant after a buyout as the purchasing company already has that established) than the CTO or VP of Engineering.
There are, of course, exceptions where a company gets bought specifically to install their CEO in the CEO role of the purchasing company.
edit: I don't know why this is being downvoted. Is it because I'm lampooning a "common knowledge" that people like? For pete's sake, the research paper that spawned this meme even got retracted by the authors: https://www.tandfonline.com/doi/abs/10.1080/23744006.2016.12...
For the "serial entrepreneurs" this is an easy way to stay employed (it can be surprisingly hard to get a job at BigCorp with CEO on your resume). These folks might just start a new company, raise some money, and voila they are once again on an "incredible journey."
In my experience for each "successful" exit (where the investors made some money) you get a ticket for one free "future" company from those investors. Once you don't have enough tickets to get another company funded you either have to change venues (new people, less history), or change markets (also new people but can be in the same locale).