Unlike 99.99% of the claims that 'Shoeless Joe' is in an old photograph, your player at least bears a decent resemblance to Jackson, which is a welcome change.
Personally, I just don't see it, though. The face shape is off, there's no blatant chin cleft and the reclining man looks much too young, among other things, in my opinion. Joe Jackson looked generally 'old' and gaunt as a player on the Sox. If this was taken after his MLB career was over, I would assume he'd look worse, not better, due to the weight of the stress pushing down on him every day.
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