With an attitude like his, I doubt he will be working 9 to 5 much at all.
Companies are also pushing work into hours outside of the standard 9-5 window. For example, company issued smart phones mean that they now often ask you to check email or even join in the occasional meeting while on vacation.
Friends of ours allowed their son and fellow homeless, unemployed friends use their yard to camp in for awhile, and helped them out with a little bit of food.
Until they overheard one of them say “work is for suckers”. They were all gone the next day - including the son. I met a homeless guy that admitted to me that “I could work, but I don’t believe in paying taxes for stuff I don’t believe in - so I choose not to work.” For some of these people living in a tent is no big deal, and well worth the price of not having to work.