Depends on what you mean. I have not started over as in changed fields & career totally, although that is something I am contemplating for the future. I have

Depends on what you mean. I have not started over as in changed fields & career totally, although that is something I am contemplating for the future. I have started over as in I climbed the mountain of tech roles to CIO, then I was a founder for a few different companies, a couple that I successfully exited and then I started over as a senior engineer at a company and now am the CTO. I actually love being just an engineer but also love being CTO or a product person, mainly because I really enjoy the team building aspect and solving hard problems. What I can say is be careful on your expectations & motivations, starting over and being a novice in a new field will feel different than starting over and having been already successful in a field/industry. Check the career growth, salary growth of the positions/field before you jump because something I discounted was the lack of monetary growth can significantly demotivate you. At least to me, and I think most people in tech, money isn't the only motivating factor, but the lack of progress monetarily sure can demotivate you quick.