What is the deal with your shoulder if I may ask? What hurts it? What do you do for it, i.e. icing/prehab/rehab...etc
Do you have things you specifically have to stay conditioned for? I ask because with those goals I'd lean towards a program that is Oly focused rather than the CA WOD which is an Oly program with some conditioning mixed in. Greg has some programs in his book that are just Oly focued, you have all the resources with Coach Burgener.
I'd go as far to say maybe even a kick your ass front squat program to bring up those numbers while only doing technical/light stuff with the classic lifts in the meanwhile. 265 to 300 I think can be done within 2 months if you really focus.
"And for crying out loud. Don't go into the pain cave. I can't stress this enough. Your Totem Animal won't be in there to help you. You'll be on your own. The Pain Cave is for cowards.
Pain is your companion, don't go hide from it."