The old-schooler dwells on the good ol’ days, on “the way things used to be.” However, if he is so entrenched in the past, eventually he will stop being able to function in the present. An old-school boss, despite his resistance to move on, does have a great deal of information and can contribute to the best interests of your organization, as long as he is able to accept gradual amounts of change with guidance. Be patient, and try to remember that “new” is not necessarily better – it’s “different.” See if you can get him to that point.