As the article points out, it creates a 2 tier system. The employer doesn't have a choice unless they can raise the pay of everyone to the new level. The non profit firm in the article has ~160 employees. Lets say 50 of them make 40K a year. To bring those people up to the new overtime threshold would cost well over $400K a year. The non profit isn't going to have those kind of resources. They will probably have to fire a few staff to pay for the time tracking management. The article also points out employees under the threshold will have to punch the clock and lose the ability to work from home.
Of course it is. Mostly because this guy works his butt off, I'd guess that he was likely online at 6am, and will be online working while he's sitting at the tire place as well. Also because we're all adults here, and life happens.
If I needed to track his hours, though, it gets more complicated. "What time did you start this morning? Will you be working at the tire place? Let me check your schedule to see how many hours you've worked already this week. Were you planning to leave early today? Well...that's out the window." Or, I could just say "No" and be the bad guy. Or make him waste vacation time.
Like I've said, no winners.