Player 1: At the minumum, I would want 4 IS pops, 3 JS pops, 2 pops in OD, HN, DR, and PS. That would get him in great shape to be a D2 starter in the US. You would still have cap space to do other stuff if you want, but 15 pops is going to be tough even if you train through his age 25 season.
Player 2: Perennial Allstar potential could be a problem here if you want to use him beyond D3. He definitely needs 2 ID, RB, and JS pops, which puts him at the low end of the cap. If there is still cap room, I would tack on some JR since you are looking for an outside oriented PF. However, IS wouldn't be the worst thing to give you the flexibility to play multiple tactics, though the cap comes into play there. 10 IS will be a tough go in D3 and a disaster in D2. I am not sure whether your plan on keep him long term or selling him, but since most PF in D2 have decent OD on their PF (like your guy) his lack of IS may make him an offensive liability. That said, if you were to sell him you would get a good chunk of change IMO.
Just my humble opinion, feel free to take it or leave it.
