I keep thinking he is one of the experts they kept showing in Ken Burns' Baseball miniseries from the 1990s - the authority figures that look to be at least in their late 70s or older that share an anecdote about an old-timey player and/or talk about the good old days.
I'm not sure how the card came to be to be - I assume it was a custom card printed professionally, so the cards can be casually passed around at various book signings and other events.I wasn't even really paying attention the the idea that it looks like it was signed on the back of the card - that's kind of a nice bonus. While it's not the strangest card printed, it's just not like a regular card - maybe having it in hand, takes me different places in my collecting mind.