Why though? You don't know in what conditions he spends that time. He might live in a way you would not like to live without a job so you think of not working a privilege.

> Why though?

Probably because we assume that when he wants a job he can get one, and one that pays for all the time of as well, at the drop of a hat. But it's not so for someone without in demand skills.

Because one of the big concerns of almost everyone who isn't in high demand is gaps in CV. For some reason it seems that - and it's definitely believed that - employers will look very unfavorably at you if your history of employment isn't continuous.

Not just that, being able to afford months and months without salary is quite a privilege, even on relatively high wages like a developer's. Not to mention if you can do that while on minimum wage jobs, you probably aren't a major source of income for the family.