For some people, they don't have the same drive once they've done it once and were successful. I've got friends who were incredible operators for their first N companies, because they were hungry, but then after a big cashout they started to suck at their N+1st attempts. They make mistakes like being unwilling to start small, feeling like they should be Respected(TM) and that getting in the way of their relationships with potential partners, not being frugal with runway, being too precious about repeating exactly what worked before, etc. I've also seen some completely unable to ever fall in love with an idea the way they did pre-exit, and just bounce around doing projects forever without ever committing to anything.
On the other hand some people get better, much better, on their later tries. So YMMV, probably depending on your personality.