[Tsagadai]

Except it doesn't. Being unemployed isn't fun, it isn't "a holiday". Most people feel stressed because of that uncertainty in their life. There is also a strong social stigma associated with unemployment, no one goes around at a party gloating about being unemployed.

You should read up, or better yet talk to people, about retiring. So many people struggle with retirement. It is hard to find a new purpose for life after a big chunk of who you were is gone. Most people I have met tend to take up volunteer work, charity, running some hobby project or some other busywork (I know more than one person who retired into playing MMORPGs fulltime). Most hackers retire into one project or another.

If you have never been without a job, you have no idea. You are hardwired to seek social acceptance and reward and a job is the main way society says you should achieve that.