And being in the same room or airplane with them doesn’t count. And no dopelgangers. At least a 2 minute convo and a handshake.
Mine is Jerry rice with Tiny Tim a close second
Gary Plummer, former 49ers LB, Ronnie Lott Niners legendary safety, actor Gary Sinise who I met at New Orleans Int'l airport, Rick Barry, NBA Hall-of-Famer, Ben Davidson, Oakland Raiders DE from 1964 through 1972...6'8, 275lb wrecking machine known for delivering vicious cheap shots along with legit ones, Oakland Raiders HOF TE Dave Casper, Eric Wright, 49ers DB from 1981 through 1990, Wesley Clark, former 4-star General and NATO Supreme Allied Commander Europe (He was an arrogant, snobby *******!).
Rick Barry was fantastic. I was helping with a fund-raiser for our kid's school, Barry was doing a radio show from the SF Bay Area at the time, so I tried emailing him, asking if he would autograph a basketball for our auction. He not only replied, but invited me to meet him at a fund-raising event he was going to at The Claremont Resort & Hotel where he signed the basketball and chatted for a while.
While I was talking to Rick, Eric Wright walked up to say hello to Rick. Rick introduced me to Eric, told him why I was there and said I should get Eric to sign a football for me. Eric was incredibly gracious. I didn't have a football, so he told me he'd meet me later if I wanted to go get one. Then he said he'd meet me at a banquet there when I got back, and that it would be a great opportunity to get more autographs of players a lot more famous than he was.
I can't remember all of the players I met that day, but Eric introduced me to Ben Davidson who also turned out to be a really nice guy. Ben signed the ball, then took me around a couple of tables telling other former Raiders players they should sign my ball. The best part was Ben told me he was gonna get me a rare autograph from Dave Casper, who he said didn't like giving them, so rarely did.
So, Ben takes me over to where Casper is sitting, and in a playful way, booms out to Dave that he better sign that ball! Casper laughed and signed it.