Overall I am very satisfied with the state of the program and the job that Gard has done. My measure of success is that going into every game on the schedule I want to have a reasonable chance at a victory. That doesn't mean they will be favorites in every game (although it does mean MOST games). Gard has had teams of that caliber almost every year--2018 excepted. If you have teams of that quality, postseason success WILL eventually come.
However, if the talent level of Wisconsin and Minnesota HS basketball is the same in the next 10 years as it was in the last 10 years, I honestly think that there is another tier higher UW basketball could achieve--or at least the next decade could get back to the level it was from 2003-2017 when UW made the Sweet 16 nine out of 15 years...and the down years they were an 8 or 9 seed.
UW got their fair share of Wisconsin recruits this last decade, but with a more appealing style of play I am hoping UW could nab a few more of the blue chippers that our great state and the slightly lesser state to our West produces. Bo was able to regularly turn two and three star recruits into All-Americans; Gard just hasn't quite gotten to that type of development with those types of recruits (although Ethan Happ was a Gard guy).
Gard HAS definitely shown that he and the staff knows what they are doing in the portal though, which could make up for not getting the likes of JP Tokoto, Tyler Herro, Tyrese Halliburton, Joey/Sam Houser, Dawson Garcia, Seth Trimble, Jalen Johnson, Kon Knueppel, Amari Allen, Davion Hannah, etc.