It depends on the player and the team. Your best bet, imo, is to concentrate on McGwire only and his at bats in '92. Some teams do issue new helmets and have for awhile, like the Braves for example going back to at least '91. It's ultimately the player's choice whether or not he wants to wear the new one. I have a couple '91 Braves helmets but neither was used in the post season.
I also happen to own an A's helmet that was used in three different World Series (1988-1990). The player obviously could've broken in a new one but didn't because he liked the feel of the old helmet. From the looks of yours, I'd guess that McGwire wore it in the regular season. Great helmet, btw!

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