In response to your other post (I don't want to split your posts apart since
they're related :] ):
Regarding Moonlight: it is no longer supported by its developers, for various
reasons (see
http://lists.ximian.com/pipermail/moonlight-list/2011-December/001392.html).
I'm not sure how much of an issue Moonlight is, but it isn't used by many
websites that I know of thankfully.
I do see some of the issues you describe, and I don't doubt your intentions
are good. But at the same time I think it works against free software.
When it comes to YouTube, a program called youtube-dl can be used to download
videos. Sadly that's a bit difficult for many users to use (it's command
line), and having an addon to automatically download YouTube videos, or some
sort of GUI, would be better. (I might work on one of these myself,
eventually).
For Skype, you could try at least recommending a Skype replacement (see
http://libreplanet.org/wiki/Group:Skype_Replacement). Empathy works with
Google Talk apparently. Unfortunately none of those replacements can talk to
Skype users, because Skype uses a proprietary protocol and doesn't want
competition or user freedom.
In general I think more work still needs to be done, but that takes time. For
free software the current situation is a bit like Catch-22 - many users won't
switch to free software because it won't work, but webmasters and companies
won't make things work for free software users if not many people use it. But
I don't know if helping users install Flash will improve the situation or
not.