Haven't done one of these in a long time. So here we go.
It's been a long tradition in the baseball card game to have painted portraits on cards instead of photograph. Of course, this was due to the past difficulty/expense to get a good photo printed on cardboard. This was mastered by 1953, of course, with the iconic Topps set of that year. However, after a few decades of photography dominating cards, painting made a comeback. Probably most notably with Donruss Diamond Kings. Then, of course, with forty billion different card sets eventually out there, we were bound to be hit with all kinds of designs. Barry was no exception.
I've dug up a baker's dozen of examples of artistic portraiture. I suppose a couple are 'computer paintings' via Photoshop, or some reasonable facsimile. I classify these the same way. First up, a generous helping of the aforementioned Diamond Kings.
Score was not about to get out-artisted, though they went a lot more cartoony.
Topps paid homage to tobacco cards with their 205/206 series.
Even Playoff threw some portraiture into the mix.
And of course, the Upper Deck subset checklists, which I loved as a kid.