Ozzy.
Sarah Palin
If we’re including residents of the Fundie Funny Farm, may I suggest Jack Chick instead? Both are completely bonkers, but ask yourself, which is better entertainment: “God hates fags” or “HAW HAW HAW”? I rest my case. 
Prince. Just ask Kevin Smith.
Little Richard.
I’ve heard (about third or fourth hand, mind you) that Chick isn’t quite as crazy as his site seems to make him out to be. Of course, there could be any number of explanations for this, from putting on a face to make him more “reasonable” looking to his opponents to pure miscommunication between the channels the stories I heard went through, but either way if I had to choose between a guy who puts up (admittedly deplorable) fundamentalist comics on his site and a guy who has picketed funerals to the point of being kicked out of countries… I’ll go with the latter in terms of sheer lunacy.
I think Ann Coulter is one batshit crazy person. Is she the strangest? I’m not sure, but she’s up there.
Where’s the Mickey Rourke love?
Tyson. Hands down.
I could be completely wrong, but my impression is that Crispin Glover is a character actor’s character actor–In other words, he plays characters who are really out there. Also, he has no fear of really getting into his characters, on screen or while promoting the movies.
In The River’s Edge, he played the psychotic leader of a group of high school kids. He was banned from Late Night after he went on the show to promote the movie and kicked over David Letterman’s head. If I recall correctly, Glover later came back on Late Night and claimed that it was really a lookalike. Of course, all of it was total BS.
Eh, any sizable town in the US probably has several dozen semi-out of control girls in their late-teens early twenties with rich parents and more or less the same issues as Lohan. Her antics are more in the public eye, but her kind of crazy is pretty standard issue, and as such I don’t think qualifies as particularly strange.
I think it all goes back to Bill Simmon’s Tyson Zone mentioned earlier. To be considered the strangest, any scenario has to believably be considered for that person.
Examples:
- __________ is now an adherent of a diet consisting solely of protein shakes, marshmallows, and bathing in room temperature lamb’s blood because it keeps the body young and joints loose.
- __________ is renouncing all worldly possessions and entering a monastery in Zaire to reach the enlightened state of Nirvana.
- __________ was arrested yesterday for going double the speed limit in a souped up riding lawnmower on the freeway while wearing nothing but a diaper and a headdress made of avocados.
- _________ has decided to run for the Governor of Washington because “They have some really tasty apples up there.”
- __________ lost a footrace to an emu.
For all of these statements and many more, I can absolutely picture Mike Tyson as the main subject. I can’t think of another person in that class.
Damn. Now I kinda dig her.
Why don’t you check out his web site for some clues? 
I met him once, and have seen his slide show and some short films he made. I don’t think his weirdness is an act.
Maybe we should put our nominees into catagories: Celebrities, Politicians, Fundies, Artists, Random Wackjobs With YouTube Accounts, etc. Although looking for Weirdest American On The Internet is shooting fish in a barrel.
[quote=“wolfman, post:3, topic:502125”]
Well to be truly and efectively strange, you have to slowly slide into, along a long public career.
stage 0 “He seems like a nice guy”
1 “hmm interesting”
2 “Well he must be under a lot of stress”
3 “No I’m sure you heard that wrong”
4. “What the hell was that about?”
5. “He’s totally lost it” ----> point at which oddity is main factor for being known
6. “Holy shit, what a nut”
7. “Is that…Ethyl, get the kids in the van now!”
8. “Cut off his nuts and waited for the Martians you say”
QUOTE]
If this is the method of determining SPiA (and I think it is) then Britney Spears is one chimpanzee shy of Neverland.
That’s probably quite true about poor Short Bus, but since Daddy Spears took over, cleaned her up, told her to start wearing panties, making her take her meds, poses her for pictures as if she’s actually aware of where she is and what she’s doing there, trotting in her kids to pose with her for photos, and tarting up the poor cow and pushing her onstage to wave her arms and grunt amidst the dozens of singers and dancers swirling around her - she’s now actually quite low down on that list now!
Most everyone on this list has had their moment in the rubber room, but for the most part have gone normal on us.
Nicholas Cage WAS weird.
Joaquim Phoenix is and on-and-off strange guy, but I think a lot of it is staged.
Phil Spector WAS holding his own, but I have a feeling incarceration is going to take all the Whack-job out of him.
I’m not seeing any real stand-outs in the wingnut crowd right now. I think you need consistent longevity to take the crown in this field.
Sarah Palin?
Madonna, but I always did think most of it was an act.