About a year ago I switched from a diehard Windows guy to a Mac lover. Since the time that I've had a Mac, I've only needed to use Parallels (the Windows platform) for a couple design programs. I rarely use these programs, so it's not too much of a pain.
It seems like the software guys are realizing more people are turning to Macs, so there really isn't a problem like there used to be with crossing your fingers and hoping a program would run on Mac. I've been waiting for a time like this, so that's why I finally took the leap.
Other than EXE files (which Parallels runs), you should be just fine running things on Macs.