So I just download CrossOver for mac, the beta version that came out today, and guess what was on the list of supported apps? STEAM! And half-life was on their too. Hopefully, it will let me run CS 1.6, since it's pretty much using the same engine. I'll report back on what works.
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Random: I've just downgraded from the latest WINE to the Ubuntu version and TribesNext now works.