I would hold onto the SP and SS until Thursday when the May POTM program drops because the prices will probably go up because of the exchanges. Those are likely positions to be involved. Maybe 1B too.
I did the Rangers on HOF, and am currently in the WS and it's taken me 12 hours but the experience has been quite enjoyable so I reccommend it if you play on a difficulty that's challenging enough to you where each game matters but not too hard that you have no shot at the playoffs.