I'm not sure that it would look "bad" if you refused a position with the CF, but I do understand what you mean by that. You don't want to turn something down and make them think that you're not that interested. I guess it depends on what you want as a trade. If you call the recruitment center and ask them maybe for some projected numbers for your chosen trade, maybe that might give you an idea of how many they might accept for the year. (are you hoping to get in this year? Or are you willing to wait longer?) It might be good to get everything together and then put in the application in April no matter what.
Also, if you wanted, I am sure that the PSP staff at the base can put together something for you to build up your upper body strength. My friend, that is currently in the ROTP program, has the same issue, she really wants to increase her upper body strength. The PSP staff mentioned that she might want to work on strength training in addition to crossfit. (she does crossfit, yoga, running) I think, given a few months, you will be there at that push-up goal. Honestly, apply now, and complete everything you can, that way when you're ready to go, everything will be done.
Good luck in your workouts and application! Good luck on the chin ups too
