As with anything on a boat that you don't know, it isn't a bad idea to have a technician come aboard and do the job and show you how, at the same time. $75.00 isn't all that much money for a lesson that will stay with you for a lifetime.
That said, adjusting your stuffing box is a pretty simple job that anyone can do, but if done improperly, it can cost you big bucks in the end.