Chuck, the information to solve your friends discomfort has once again been offered on these esteemed pages.May I suggest that you get your friend to mount the gun in his usual manner and you should then check his gunfit, grip, hand position etc.,I find that many people cannot mount a gun correctly inspite of many years shooting experience, because they have never been taught correctly.Stance and gunmount are a unit and must be done correctly to achieve high standards of shooting ability.It is very obvious that if the hand is crowding the trigger guard that the grip position is not correct.Correct stance and correct LoP SHOULD ensure the correct positioning of the hand.The stock would not need to be 30" long to achieve this.Is the stock grip straight hand or a pistol grip? Is the pistol grip (if it has one) too tight a radius? Systematic analysis and observation will give you a solution.