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Not on Ebay but I bought a Hrbek bobblehead that Pat Neshek was looking for and shipped it to him and made a few trades with him on his website. I also made an offer with Chili Davis' ebay account for his Jim Thome game used bat but he declined.
A few over the years, heres a couple:
I sold cards of the former Bruins Goalie Jordan Sigalet to himself
I sold an Alex Gordon full Topps card (before I thought about keeping it) to Keith Olbermann
I sold some rare vintage Las Vegas poker chips to James Gandolfini (Tony Soprano)
I bought some rare Rat Pack photos from Sammy Davis Jr's son Jeff.
I sold the Superfractor of Christopher Wallace 2011 Bowman Chrome to his dad, who's really cool. Let me know if you have any good stuff of Chris and I will put you in touch. I helped a couple people on BO sell some pulls. I think he's mainly looking for low # cards.