This has been one of my best years bracket-wise. I had 7 of the 8 elite teams (I put Murray St. in there), and 3/4 of the Final 4 (had UNC over KU). I'm in first place in a pool of 50+ people, and will win a couple hundred bucks if I get Kentrucky over OSU in the finals.
Fingers are crossed....
I'm in your boat. I'm in 1st place in a money pool with >100 people, but my strategy in large pools is to pick my favorite 2 seed, figuring that I have a very good chance of being in the money if they can pull it out.
I have tOSU over Kentucky, but don't like my chances right now. I would've gone with UK if I knew I'd have this sizable of a lead at this point.
In my others, I only have 2/4. I didn't pick Kansas in any of them.