$100 million is a drop in the bucket as far as copyrights are concerned.
Oh balogna. That would easily pay for a takeover of Jupiter Media, for instance.
But forget that. The problem here isn't the law, or the companies in question -- is this really about figuring out ways to get Disney images on the wiki? No, the problem is that the vast majority of content one might want to use on the wiki is of completely unknown origin, and thus covered by default copyright and unable to be used.
There is a HUGE amount of media that could, and should, be distributed freely, but isn't because the person is unaware of the legal defaults. There's another very large group who look for some sort of license to put on their media, and are presented legalese arguments that presents the very first argument they find, which is the default copyright. This isn't about copyright, IMHO, but a lack of knowledge of the alternatives.
Everyone from a librarian scanning in an old map to a company who puts a picture of their product on their own web site should be actively encouraged to release their media under one of the various non-restrictive licenses. We should further explain why that will be of _benefit_ to them. $100 million could fund a truly extensive campaign in educating these holders in the variety of licenses out there. It could, for instance, pay for the mailing of a pamplete to every curator, librarian, school principal, archivist and so forth, asking them to consider using one of the many suitable licenses they likely never even heard of.
Maury