I expect Wikipedia to collapse under its own weight and hard fork within the next 10 years. I think it would be a shattering like Twitter if the content wasn't under a permissive license. Instead I think it's going to be like WoWWiki being acquired and forking to Wowpedia, and then Wowpedia being acquired and forking to Warcraft Wiki.
The community around it is extremely unwelcoming and has calcified - only the most cynical and bitter editors remain. I know of a couple of the principles of the site, "be bold" and "assume good faith", I don't think those are followed or respected anymore.
And the finances of the foundation, good lord.