Ahead of a Syracuse, New York, stop on his “Bigger & Weirder” tour, Yankovic revealed to Syracuse.com in an interview published this week that he was offered “a nice pile of money” to appear in a commercial for business-focused software, but he backed out once he realized the ad would involve AI. “I’m not a fan of AI,” he said.


Weird Al gets the artists’ permission. He is literally the antithesis of AI.
The story of Amish Paradise is great! Fom the wiki:
Yankovic sought permission from Coolio before making “Amish Paradise”, offering a percentage of the revenues. Yankovic was given rights to use the song by the record company (non-exclusive rights holders) and producer Doug Rasheed, but not by Coolio himself, who declined when presented with Weird Al’s offer and subsequently decried the release.[2][3][4][5]
Yankovic later stated on VH1’s Behind the Music that he had written a sincere letter of apology to Coolio, which was never returned, and that Coolio never complained when he received his royalty check from proceeds of the song. A series of photos taken at the XM Satellite Radio booth at the 2006 Consumer Electronics Show suggests that Yankovic and Coolio had made amends.[6] In a 2014 interview, Coolio stated that the decision to refuse the parody at the time was “stupid” and he wished that someone on his management had stopped him, and then considered the final parody to be “funny”.[7]
The story behind Perform This Way is also great:
He’s a good egg alright
So why is he getting into fights with drug cartels?
Because that copycat parody artist, Michael Jackson, ruined his career as an original artist
Sounds like what happened with Gary Larson and Jane Goodall
Meanwhile Chamillionaire loved the parody of his “Ridin” (White & nerdy) so much he put it on his MySpace page and thanked Weird Al when he won a Grammy.
Also, Lady Gaga had no idea she was getting a Weird Al parody because her manager didn’t communicate with her and was a dick to Al.
Michael Jackson and Kurt Cobain were happy enough to let Al use the original sets for the music videos of their parodies.
Super paraphrasing because my memory sucks.
During an interview Weird Al mentioned briefly talking with Kurt Cobain and saying one of the reasons for the parody was because no one knew what Kurt was saying.
Kurt wasn’t sure about allowing the parody because he was worried it would be about food, but when Al reassured him it was about how Nirvana’s lyrics were unintelligible he laughed and allowed it.
Thank you! I loved Weird Al’s facial expression when he conveyed that story.
As I understand it, lots of musicians consider it an honor to have Weird Al approach them for a parody. He’s respectful, appreciates creativity, and up front about everything he does. IIRC Lady Gaga was thrilled when approached. And the man is seriously talented; he can reproduce songs by ear, which is incredible, and if I believe me actually wrote The Saga Begins before the movie was actually in theaters, based entirely off of trailers and stuff. Which that’s true that’s fucking incredible.
Only really Prince ever constantly denied Al a parody. Some have denied for specific songs, even Micheal Jackson denied Al at one point. Even Coolio came around in the end. He said he was too full of himself but eventually thought “Micheal didn’t care and he’s the king of pop. Who am I to be mad.” It’s only ever a sense of how serious they think the message is.