Transitions in a man's life, when flying provided the pivot of his energies and ambitions, as the author, Princeton graduate of the more or less lost generation, found that being a sportsman pilot was not enough. This traces the story of his learning to fly, of his solo flights to California, Arizona, Wyoming, of the ferment and restlessness that resulted in his throwing over the law, and buying a shoestring airline of Pacific-Seaboard Air Lines, Inc. (with two Bellancs and a spare engine). From this point on, here is an account of free enterprise, of the small group making headway despite deficit, of the importance of personal responsibility to success. In 1934, he got the mail contract to fly the then unknown Chicago-New Orleans route, and The Chicago and Southern was established. This is an intimate record of the significance and mental responsiveness of one individual to the long range effect of itinerant flying, to the problems of personal undertakings, to the question of adaptation to particular environment. In spite of silver spoon origins, this is an interesting interpretation of business frontiers, with side glimpses of the desert, dude ranches, cities, local atmosphere, of piloting as a special angle view on American history, etc.