From what I've read over the years: he came of age during the Depression, but from a family well off enough to build their own golf course; he enlisted in the military as soon as he was old enough, but served out the last part of WWII at a States-side army camp playing #2 and getting to know Donald Ross; he made an early fortune selling life insurance, but risked his future earnings by moving onto golf course architecture; he was a good enough golfer to win many a junior tournament and to qualify for the US Open, but his wife Alice joined him in his design business and brought a women's-game perspective to their life long association; he travelled to GB&I to study and learn, but had the kind of creative freedom and independence to envision railway ties instead of revetted/sod walls, and to re-fashion the ancient links courses there into a Kiawah here; he had the old fashioned business sense to serve his clients well and take on big expensive projects on Tour-sponsored courses, but the modern-day moxie to then unapologetically design a course that drove the Tour pros crazy; and he seemed a man who treated all others respectfully and with good manners and charm but who at the same time didn't give a hoot about his public image or what anyone else thought of him.
In short: he was an individual as unique and multi-faceted as the golf courses he built. His perspective was that of a true Original -- but the least self-conscious or puffed-up or ego-driven Original I can think of.