Their book project grew out of Bullitt’s plan to write a study on diplomacy that would include psychological analyses of world leaders, with Woodrow Wilson as one case. Bullitt had fallen out with Wilson over his failure to have the Treaty of Versailles ratified by the US Senate in 1919, despite Wilson having been a visionary architect of the treaty and its proposal of a League of Nations to secure global peace. He saw Wilson’s apparent inability to make concessions with Republican senators at critical moments as a colossal sabotage of what Wilson himself had created, an exercise in “strangling his own child,” and he ascribed it to Wilson’s character flaws.
This was a widespread view at the time: Keynes described Wilson as a “blind and deaf Don Quixote.” Freud agreed with his general assessment, once describing Wilson as “the silliest fool of the century if not all centuries” and Bullitt as “the only American who understands Europe.” The two men hatched a plan to collaborate on a study that would focus on Wilson alone.
Psychobiography is often viewed — and sometimes practised — as an exercise in armchair speculation and hatchet work unencumbered by evidence, but the dissection of Wilson’s character was anything but. Freud, perhaps stung by the Leonardo fiasco, insisted on collecting and analysing a substantial body of information on Wilson; Bullitt obliged with not only his extensive first-hand working experience but also interviews with several of Wilson’s high-ranking colleagues, hundreds of pages of notes, and countless diary entries from Wilson’s personal secretary. Then, at least on Bullitt’s telling, he and Freud met and communicated frequently over a period of years to formulate a shared understanding of Wilson’s psychodynamics and edit drafts of one another’s chapters.
The essence of their formulation was that Wilson lived in the shadow of his idealised father, a Christian minister, whom he believed he could never satisfy or equal. This father complex was shown in his driven approach to work, his tendency to present a Christ-like persona when defending his views, his moralising streak, his unwillingness to brook criticism or compromise when he took principled stands on issues, and his passivity towards paternal figures — a stance that led to bitter fallings-out with erstwhile good friends that haunted him for decades.
Bullitt and Freud attributed Wilson’s failures in delivering on Versailles and the League of Nations to this incapacity to make necessary accommodations at the last hurdle. They also drew attention to his tendency to defer to some national leaders during the earlier negotiations to the detriment of the treaty, including allowing Britain to make the excessive demands for postwar reparations that contributed to German resentment.