Well ageism is a bitch in our sector, but you certainly have to have in mind that maybe for the same reason past-entrepreneurs are frowned upon, if they know you don't need the money, they know they can't force you to do stuff you don't want...
It's a bit like when they want to know if you've family/responsabilities, I doubt it is to pay you a salary going with those, but more to gauge if you'll be a good slave or not...
Anyways, if I was in your position, I would do whatever I want, but without working for a company anyways, is not fuck you money (or attitude) at leaat, if you still have to obey the boss on all the bullshit right?
Best of luck!
PS: Oh now I saw your username, I've read you a lot arund here Chris, I think you're doing great with your own libraries/iOS stuff, I don't see why you might need to apply to a company, maybe you should start yours instead. You would make a good leader
I was a manager for many years (you can see many testimonials on my LinkedIN page). I just hated the job, although the consensus seemed to be that I was pretty good at it.
I do have a couple of companies, but they are more so I can access resources that are not available to individuals. I am currently working with a small 501(c)(3) (US nonprofit). It is a team, but there's only a couple of us tecchies, and I do most of the coding.
That is such a fantastic luxury position to be in.