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Dave HornishREA's 2004 auction has the Dygert T208 with 1910 next to his head. As Leon's example has it at the top (albeit a different player)it appears theoretically possible it can be found both ways on Cullivan's Fireside as well. Interesting that an issue as obscure and scarce as T208 could have a variation in printing (or were they both on the same sheet?).
VCP shows 17 of the 18 cards in the set and has dates both top and side in their photos, which would be a random sampling. Bobby would have to confirm the fronts are indeed Cullivan's (no reason to think they're not) but both show up on VCP.
Old Cardboard's example shows date at top, as does Lipset's book (Morgan in both cases). 2007 Standard Catalog has the same T208 as VCP, Thomas date on side. 2005 Beckett Almanaxc has Bender with what appears to be date on top (small picture makes it hard to tell) but also matches VCP. Again, you have to take it on faith the Cullivan's cards are shown and not the other fronts.
http://robertedwardauctions.com/auction/2004/163.html