What do you have now for equipment?  Do you want to buy a bunch of new equipment or figure out how to do more with what you have? 

Use one existing combine and grain cart to open up all the fields then get a class 9 with a 12 row folding head and a 1000 bu grain cart.  The big machine can haul ass and unload on the go in almost any field if they don't have to fool around opening up fields.  Your dealer can fix you up for $600,000.