I just don't see why they would have gone from small text to large text and back to small text(and the different wording in the stamp box), which equates to Place Stamp Here at the top. I believe the 15 large text were issued first and then as perhaps the campaign(both baseball and postcard) picked up they issued the next run with the Cobb Fielding which only carries the small text/USA Canada first lines as you mentioned. And carried forward in 1908/09 with the same back format.
Perhaps the October ad was their first public ad and just happened to carry the current run(with Fielding), but then why take the Batting out???
I am guessing we will never know for sure, short of an early postmarked postcard or an earlier ad surfacing.
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