We could use a trace from one of your guys who are having this problem, it might help us narrow things down.
Do activate that,
in /Users/<user name>/Library/Applications Support/ there should be OOTP 20 and a /data/config folder.
Edit the file app.cfg and set the trace_mode line to 1. Like this:
trace_mode
1
Or, alternately, open the console, cd/navigate to /Applications/OOTP Baseball 20.app/Content/MacOS/ and enter
./"OOTP Baseball 20" tracemode
Start the game again, then when it crashes, you'll find a trace file in application support/OOTP20/data/debug
If it's not there, check both the application support folder and the OOTP20 folder, it should be in one of those places