Not on that scale, but I made 2 bad deals (by today's prices) trading vintage to get modern. Both were a result of my desire to get rid of hockey to get baseball in return.
The first was I traded a real nice Phil Esposito RC to get a 1985 Leaf Baseball set (at a time when Clemens and Puckett were hot items). The second was I traded a sharp '60s Parkhurst Frank Mahovlich for an '84 Fleer Strawberry. Think I lost a few hundy on those two deals based on prices today.
Cheers,
Blair
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