It's the hardest thing to do in either of these conferences: build a contender... or for that matter have to rebuild even for one season. I took over a woeful Manchester team and I was brand new to WIS. Guys like Al helped me a ton but it still took 5 seasons to get in the PT and 12 to make the NT. To be honest, it wasn't until I picked up a few other teams that I really began to learn how to win, especially in the Heartland.
I then made 4 consecutive NT appearences and made the post season 7 of 8 seasons with Manchester... until last season. With one SR and rebuilding a bit, we went 11-16 and still ended up with a 147 RPI. That is the challenge of a tough conference. I know it would have have been a lot easier to win in other conferences.
At the same time, a few seasons ago in D3 in another World, I went 23-8 and 25-5 and won the conference title both seasons and didn't make it to the NT becuse I lost in the CT. The next season when I did make the NT I went to the Final Four. Sometimes even when you are good a weak conference can kill you.