If we're going with ESPN game shows, Designated Hitter is on the top of my list.  ISTR it never had a consistent time slot and that ESPN aired it at the weirdest hours.  The Dream League had a couple of seasons and a decent time slot (4:30 PM Eastern or thereabout), while Sports on Tap was on at 6 PM, back when SportsCenter was half an hour.  And it didn't feel like it was trying too hard to be cool.  And it had good personalities like Charley Steiner.
I liked 
Dream League, and I remember the 4:30 timeslot, but I also remember it airing on an irregular basis (if it wasn't interrupted by live sports). There was another one from fall-1994 called 
Perfect Match. It had a pretty convoluted format IIRC, but I wanna say it was similar to Tomarken's 
Wipeout.
The annoying thing about so many of ESPN's game shows is that they air for a very short period of time, then they just fade off into...well, obscurity. I think 
2-Minute Drill and 
Stump the Schwab may be the few exceptions.
/Apparently there were more game shows in the mid-90s then I remember
//Mostly on cable