(feel free to correct me, I only re-encode files on a must, and I say that must was like, a year ago when it happened.)
If your player can only play .WMVs then you'd end up hardsubbing. no matter what.
These ones are answers to your #2. I haven't seen a method that can directly hardsub an mkv's contents before.
First off, have you tried MediaCoder
? I've heard that it has subtitle support as of now.
If it does, you can:
1. Demux / Extract the originals. (in the case of an MKV, you'll have to use MKVToolnix
2. From the output, you should see your video file (raw) and the subtitle file.
3. Use MediaCoder to encode it to a WMV file with the subs hardcoded
Second is what i would've done in such a situation...
2. Open up VirtualDubMod (or VirtualDub)
3. Open the Video file
4. Open the Subtitle file (.ass) as a Filter <-- was it a filter, i forgot but i'm positive about that. either way, you can import it somewhere there.
5. Set the Compression settings. (in your case, WMV. dunno if that'd work though cause usually, outputs are in AVI)
6. Export it.
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