Will there ever be a native Mac OSX version. I have no interest in buying two other pieces of software (VM fusion & Windows, or Parallels and Windows) just to run WKO no matter good it is. It would be nice if Training Peaks would acknowledge those of us that live solely in a Mac world.
FWIW, at work I manage a lab of over 20 iMacs. My home side business (music recording and production) runs on an iMac and Macbook Pro. I really have no need, time or interest in dealing with Windows. I know there are many others in the same situation.
In the meantime, you may want to try Skiba's raceday, or Golden Cheetah for mac, something like that. They both use Skiba's bike score in place of Coggan's TSS, but these models are very similar.
Otherwise, I don't know if VmWare or any other virtualization software manufacturer how have a solution for Mac. If it's the case then you'd only need to install such a tool to create a virtual machine (a MS one) that run on your mac environment.
Other solution would be to build a decidated linux box and to install VmWare for Linux on it. That box would cost you nothing other than the hardware. Linux would be used only to run VmWare. Of course, you still need to pay for your windows license but that's about it.
** edit ** sorry, I just reread your post. you`re a candidate for Skiba's RaceDay or Golden Cheetah. If you like to log data other than cycling data, you should favor Skiba's solution.