No need to pile on. I'm sure he didn't mean it like that. When I read it, I got the impression that he has been having to work a lot of hours and days in a row and is just a bit frazzled because he has been looking forward to fixing some of his acquisitions and bummed. Because of the long hours, he is probably a bit envious of the time off that others have (well during the time period that those will have larger unemployment compensation anyway). But, I'm sure he actually understands that few (if anyone) chooses to be unemployed.
Please kindly give him a break.