There was a time (1954, for example, as in these two LIFE Magazine photos) when you could visit J. Press in New Haven and have an old gent like this help you pick out a jacket. He may have been on commission, but he probably knew what looked good on you.
You might even bump into Irving Press, pictured front left in the photo below with his brother Paul at front right.
Irving’s obituary was carried in the New York Times, which you can find here. — CC