I'm biased towards T206s for a few reasons. One that might be good for you is T206s are so liquid. If $500 is more than you'd normally spend, it might be nice to know you could recoup most or all of that money very quickly if you need to.
If you like the idea of getting just one really nice card, I'd go for a nice looking lower grade T206 Mathewson portrait or Walter Johnson Hands at Chest. Or if you want to spread it out a bit, you could get 2 or 3 cards and include some underappreciated HOFers like Sam Crawford.
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