OS/2's Windows compatibility was borne in the midst of Windows' rapid ascension, of rapid progress and change in the home PC industry.

We aren't in the 90s anymore. Win32 has stalled, Microsoft has a regulatory gun to their head and Wine's compatibility (at least in the domain of games) is extremely good, good enough to allow for a commercial product to be a success while being entirely reliant on it. In what way is any of this comparable to what happened with OS/2 outside of "it runs Windows applications"?