Yeah, the 5-out is something you see from most teams nowadays. In UWs' case it's compounded by Winter really being the only big that might concern an opponent when posting, and when he gets the ball down low it's usually not a post up so much as a result of good man-ball movement or a screen-and-roll. It works OK when the driving lanes are there as a result of the 5-out, or the propensity of the defense to clog the lane results in the threes. But as you alluded to, none of that works if they stand around---watching Tyler Wahl or Ethan Happ backing down might've been boring to some, but if they had an advantageous matchup it could end well, even if the other four guys are caught watching. Can't do that now & get away with it.
I actually saw Garlock make a nice post move & finish in their scrimmage, and he made a nice post move or two vs UWM. So it's in there. But in his case, yeah, it's gonna take a while.
As the clock runs down, I'd certainly like to see Boyd more aware of driving the ball, and I'd like to see Blackwell get back to that, too. Blackwell took over as the primary ball handler late in the game, and the two of them kinda alternating the role might go a long way toward stressing a defense a little more.