Jarrett,
Yes, I felt the same way and it was diffcult to make the jump. No outlook integration and $60, forget it. I got hooked on ideaMartix and only then was I sold on todoMatrix.

Take a look at PocketDay PDLists Cross River Systems I took a quick look at the web site and didn't see outlook integration mentioned but it is worth asking. They also make PocketDay that definately has task management better than the basic BB application but I'm not sure it does everything you want.

Regards-Michael G.