Sounds like a role he can dip in n out of while the nuts n bolts of the operation are someone elses ballache. Ideal.True, and it depends on what self employed you do. If you are essentially doing what you are told by who you signed a contract with, then it has the same pressures as being employed. I.e., if you are signed up to provide a service.
Out of my vets football team, a few are retired and the rest planning towards it, except one bloke who just doesn't want to retire. He built his business up from scratch, initially a shop. But then he realised to get quality products he would have to source them himself and import them. He deals with things like student/hippy stuff, the sort of shops that sell insence, baggy clothes and have stalls at music festivals. So he was off to the likes of Mexico, Nepal, more remote places in India etc, to check out places to buy from and make sure it was all ethical, not sweat shop etc. He spends a fair bit of time per year travelling to these places and because he brings in lots of money, the locals take him out with pride to see their country, walk their mountains, eat the authentic food etc.
He realised that rival shops (there seems to be one in each town so not close rivals) also had the same supply and import issues, so he became an importer to stock them too.
His kids now run most of the business, so it seems like he works the hours and days he wants, spends a fair bit of time travelling to amazing and remote parts of the world, has a laugh with the warehouse lads and doesn't have any pressures of reporting to anyone. He makes very good money if he works or if he doesn't.
I can see why he doesn't want to retire from that.