To set the rake of the mast, first you need a calm day, then tie a heavy weight to a halyard and lower it to just above the deck behind the mast. Measure from the base of the mast to the halyard. Should be about 6 inches of rake. Our masts, if you have an Isomat mast typical on O'Day's is not intended to be "bent" to flattten the sail. It is a big bulky stiff aluminum extrusion. What you don't want is the mast bent or leaning forward.
To set the mast side to side run a halyard over to the toe rail on each side, adjust the uppers until it is the same distance, this means the mast is centered side to side and the rake is for fore and aft. Now adjust each shroud to the loos gauge, but don't do them one at a time, adjust each one a half turn and go all around until they are set to the gauge, now go sailing and do the final adjustment I described. When you sight up the mast track for the mainsail it should be nice and straight.
Best wishes on a successful rigging experience.