For me, I would nail this with just two cards:
The first is a PSA 7 Wayne Gretzky Topps rookie which would be perfect for my 79/80 Topps Set that I am building. This card is on eBay, click card for link at a BIN price of just $399, a great deal if you ask me.
The second would be a PSA 3 Gordie Howe rookie which also would be perfect for my 51-52 Parkhurst set I am building. This card has a cool BIN price of 1200 dollars thus exhausting my 1600 dollars for the contest.