Got it -- I downloaded MT4 through my broker and got that to launch with PlayOnMac (similar to POL for linux) through Wine. I downloaded VirtualBox and installed Vista, then used Tickstory to generate a settings file for my broker and downloaded the historical data to my Shared Folder back on the Mac-side. For now, I'm just experimenting with M15, M30, H1, and H4 data across a few pairs. I installed Mono on Wine and was able to get Tickstory on the mac-side to Launch MT4 through with the historical data from tickstory. I ran a few tests and I'm getting 99.9% modeling quality. Kind of tricky.
I'd like to experiment with MotiveWave, but I'm turned off by the price. The Strategy Tester feels slow in MT4, but it'll do for now.