You need to make a big decision to train BIGS or GUARDS. Personally, with your players, Ild train GUARD skills.
Sell your 2nd trainee and look for a 3rd GUARD trainee.
With trainee 1 and 3, i would do train the following single positions.
Pressure (PG) til OD POPs.
Jump Range (SG) til JR POPS.
Passing (PG) til PAS POPS.
Repeat til end of season.
This'll build a great base for your players, from there its all about two position training (One on One or Jump Shot).
Manager of the Bahamas National Team!