I think the 33 Sport Kings set fits this criteria fairly well although it's a smaller set (48 cards). I think you could do this set in grade 2 (Good) for around 2-3K. The big card is the Ruth of course, but there are other challenges like the Bobby Jones, Ty Cobb, and Babe Didrickson cards. It's a very popular set, so you can sell it easily after you're done. (You'd probably just break even or lose a bit since the cards are fairly common.)
E93 in low grade might do it too, but even though the set is smaller at 30 cards, I think it's actually more expensive. The Cobb and Wagner in low grade can easily hit 2K. However, if you're looking to complete a classic set with Cobb, Wagner, Mathewson, Plank, Lajoie, and Cy Young, this might be it.
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