Adrian Edmondson (a British comedic actor, from The Young Ones, etc) on a cricket bat. I worked with his management team to get it signed. Took forever and a bit of money but I’m very proud!
The three remaining members of The Dead Milkmen on a Big Lizard in my Backyard album. I got Joe Jack Talcum first when he played a solo show here. Then I went to see the band play for the first time here in like 20 years on Halloween a few years ago. The show started and - the power went out. No show!! But I did get the other two guys to sign my album.
Caroll Spinney (Big Bird), on a Christmas Eve on Sesame Street VHS tape copy. I met him earlier this year at a comic-con. Also got a photo with him.
Mike Hargrove, on a glossy pic, former MLB player and manager of the 1990s-era Cleveland Indians. I won an auction to go watch an Indians game with Mike and his wife in their suite. It was one of the most amazing things I’ve done in my life (I am a huge Indians fan). Also got pics taken with him and all sorts of other great goodies. I had him sign a pic for Asimovian, but forgot his first name so now he’s got an autograph from Hargrove too but with someone else’s name on it 
Bob Feller, Cleveland’s best pitcher ever. Never met the guy but I have both a signed photo I got from an auction and a Bob Feller Starting Lineup figuring, NIB, signed by Feller, that my brother got for me.
Jim Martin, Muppeteer, who went on to do The Great Space Coaster (he was Gary Gnu). The Great Space Coaster had an online auction for some goodies, and Martin would send you an autograph if you bought anything. I bought some badges and got a note with an autograph. Somehow I managed to throw the autograph away! I contacted him on FB and he was nice enough to send another. At the time I was VERY excited to have an autograph from someone who was “personal friends” with Oscar the Grouch (Martin was an Oscar performer at times). Then a few years later, see above, I met Oscar himself.
Brian O’Holloran from Clerks. He was at the same con as Caroll Spinney - I didn’t know he was supposed to be there that day!
- He looked kind of lonely so I paid $20 to get a pic with him and an autograph on a glossy. I also had gotten a selfie with Jay Mewes (of Clerks) a year before, but no autograph.
I have a Grady Sizemore signed bat that my friend got for my 30th birthday. I’ve also got baseballs with about a dozen total Cleveland Indians autographs from the past 5 years or so. And I’ve got a signed photo of myself with the Indians radio broadcasters.
British comedy, Muppets, Dead Milkmen and Cleveland baseball. That about sums me up!!!