Yes, Bret has a nice home, expensive stove, and kids. It sounds to me like he's doing the right thing by not pressuring his employees to appear like they are "putting in the hours."
You may login after hours to wind up your day's work (it is, in fact, expected), but you are to make damned sure nothing hits your subordinates' inboxes until 8:30AM the next day. If that means putting delays on your messages in Outlook, so be it.
Makes for a much more relaxed and productive team.