I have MPC-HC pinned to the taskbar, but when I right click on it, it does not have a jumplist of my recently watched media on it. I have the 'keep history of recently opened files' ticked in the MPC-HC options.
Maybe it does not support taskbar jumplists. Or maybe you can get a newer version of that program that does support taskbar jumplists. Try to dig on its settings. Maybe there is an option that says something like "enable taskbar jumplists" or something. If so have that checked.
I should have said I also do have the ''use windows 7 taskbar features'' option ticked as well.
Found an answer, it now works:
Word 2007 jumplist missing - Super User
Sorry, I can't reproduce that behavior.
My MPC-HC Build is 1.3.2283.0. (from 08/18/2010) I installed it straight forward without any special settings and when I pin it (normally I don't have it pinned) it shows me the last 10 movies/clips I watched if I right-click. the pinned icon.
Even tho there is a new build almost every day, I update that player ~ every 2-3 weeks from HERE
If you'd like to compare any settings...just let me know
-DG
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