Well after fiddling with the TWS program a little more, I had decided to jump back into InvestorRT and go with IB for my brokerage.
These are of course Dedicated Mac Programs (at this point) so you will not get the system slowdown you get while running Windows and OSX on the same computer.
I Installed Vista into Parallels over the weekend. Vista is pretty, it works with MedVed QuoteTracker and Trade-Ideas Pro just fine.
One thing to not also. I know I have stated this elsewhere, Trade-Ideas Pro runs GREAT under Crossover for Mac. (TI is a PC Only program)
So for the potential Mac Buyer, you can do everything you want with a Macbook or any Intel Mac for that matter.
If you need a PC only program, check the crossover community to see how well it functions, as crossover is a nice low CPU useage option to Parallels or VMWare.