All things being equal, I'd buy the first one. The reason is that it sounds like a crapshoot as to which one is a better value and you don't want to alienate the seller as he has demonstrated the capacity to find stuff you want.
If both cards are marketable and it is from a popular issue and money wasn't a problem, I'd probably buy both. Good trade bait and you could apt get your money back at worst. Talking about something like a t206 Southern Leaguer or Cracker Jack.
There are some cards I want for my collection that are best described as "rare and undesirable" meaning they are going to be hard to find but I probably won't find another person looking for it even if I do. In which case I would buy the first one and be done with it.
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