The most expensive card I've ever bought is Nelson's T206 Plank (Carter Collectoin). However, since I no longer own it, I guess I should be sharing my signed T206 of Walter Johnson, which comes in at several thousand more than any other card I've ever bought outside of the Plank. (Honoable mention go to the Magie I no longer own, and the 1951 Bowman Mantle SGC 60 I just added.)