Still, I think that if you can look past his poor social graces, the man makes some very valid points. Time and time again, he issues statements that draw eye rolls and sneers, only to be vindicated later when his seemingly over-dramatic predictions actually come to pass.
Dislike the man if you must. Criticize his poor diplomatic communication skills. But his role in our technological ecosystem is vital, and I for one am glad he's around.
Yes, when asked he will express disdain even for projects like Ubuntu. He will say that iOS is worse, but to him, neither are acceptable. This keeps him from connecting strongly with many who are sympathetic to his cause.
I don't think people who have read a great deal of what he's said, and what others have said about him, are surprised by his recent statement about Steve Jobs. I was actually surprised that he waited 24 hours and managed to keep it short and say something to make it a little less personal (the Chicago mayor quote). I think he's maturing.
The FSF seems to be primarily focused on providing information and tools to those who wish to seek it. At this, I believe they do a pretty good job. There are other organizations focused on selling the idea of F/OSS to outsiders, such as OSI.
First bullet point.
Realistically, these sorts of organizations are not looking for outside support. They thrive on controversy and know their target audience well.
I don't financially support the FSF, I don't financially or intellectually support Greenpeace, and I think the politics of groups like The Yes Men are tedious. I also don't think any of them are going to change the world.
I do respect the hell out of all of them though.