Both the Wood and Roush card in the Cracker Jack sets are tough. Roush is a high number and only in the 1915 set. As such I would doubt anyone would get these signed as even low grade examples now sell for a few hundred.
The game cards would and should have been more available and certainly worth a lot less but Roush isn't in them. I happen to have a WG4 Wood and a Cracker Jack Roush for sale :-)
I know when I was getting a lot of stuff signed in the 1990s I would find something other then a vintage card as I felt they were two different things and there were enough reprint cards that would hold a signature very nicely.
As stated there is a huge difference in value between a vintage signature and modern one.
James G
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