After Wagner, Clarke and Willis are your most expensive cards, so you would want to get them in the easiest backs, Sweet Caporal and Piedmont. After that, i would just look for Pirates in the particular back and buy them. For example, I had a Camnitz in an Old Mill back, which is an easier back, but I could only find a couple of sales.
T206 resource has checklists. There are 18 players besides Wagner. From there you should be able to look on there to find possible backs and figure out which backs you want to go for, sounds like you don't want to pay 4 figures for Drum or Uzit. PSA has their data base of completed auctions, so you can get an idea of cost for different grades. It is not just easy to say I want player A in back B because you may be waiting years for that card to come up for sale.
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