People that really enjoy being unemployed might have only had jobs that didn't feel fulfilling or were degrading, annoying or whatever. I used to feel great without work, between jobs because I worked shitty places. Now I have a job doing more useful work with a better environment and it feels nice to be there.
I agree with the depression also, it's easy for me to procrastinate and be unproductive and live more slovenly, but when I am working more it does force me into a bit better of a routine.
A common thing that comes up a lot when I see people saying there is no way anarchism could work, is that it's human nature to be selfish and to attempt to gain power over others etc. I think people are just as likely to be benevolent or at least neutral to each other when the conditions are right.
People saying it can't work might be thinking of present social and economic conditions and suddenly removing our political system with one based on anarchism, or simply removing all the hierarchies in society instantly. A real 'anarchist revolution' would likely require education and cultural shift over time, with the building of alternative structures to meet needs locally, separate from political and economic forces in place right now.
The anarchism subreddit has a pretty good introduction on anarchism in my view https://www.reddit.com/r/Anarchism/wiki/primer. The Anarchist Library has a large body of text from many authors regarding related topics as well.