I got a box load of Cuban covers. Local dealers here can't move them thus easy to get for very little. Unfortunately, until
ebay removes the block on Cuba there's not going to be much of a run. Cubans themselves need to be able to freely get online and be able to make Internet purchases as well. Most Cubans will probably be looking for basic consumer goods and better jobs before having enough capital for stamps.
Actually several years ago, my wife was able to visit Cuba on an educational visa. She bought me back some modern Cuban stamps, but unfortunately all CTO like much of Eastern Europe - big and pretty. She and a few of her classmates were then mugged at machete point in Havana. She didn't do much exploring afterwards.