The Larry Sanders Show, Season 6, Episode 6, "Adolf Hankler" (original airdate 4/19/98).
There's a scene where Larry's brother pays him a visit, and Larry gets out the old baseball cards. They're going through them, but all his brother wants to do is talk about investment schemes he's trying to get Larry to finance. We don't see specific cards, but I recognize backs of '65 and '87 Topps, and at the end of the scene the brother offers to buy Larry's Roberto Clemente card off him.
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