However, being ok and having skills to deal with unemployment gives you an important skill: Being able to openly say "Fuck you" to your employer or a client.

The part about desperation is not exactly right. I think those who are employed, unhappy and scared of unemployment are in a worse position. Unemployed are actually free, they have very little to lose. They have gotten out of zoo cages and roam the world, which while scary is much more interesting than a job.

If you wanna have an absolute security that you'll have food and a roof, go to jail or something.