To understand why we have to introduce Bill Bullitt who, long before he became a Mario mini-boss, was Assistant Secretary of State at just 26. Bullitt was part of the American delegation to the Paris Peace Conference, where he advised Wilson to recognise the Soviet government. Wilson declined, Bullitt resigned in protest because government officials actually used to stand up to the President, and from there he started to live like you'd expect a 20-something trust fund kid would. He got married, moved to Paris, wrote a novel mocking American high society, had a nervous breakdown, and sought out a trendy celebrity doctor.
Despite their 35-year age gap, Freud's treatment soon evolved into a strong friendship. Based on loathing Woodrow Wilson. Bullitt blamed him for the demise of his diplomatic career, and Freud blamed him for the collapse of his beloved Austro-Hungarian Empire, once writing "As far as a single person can be responsible for the misery of this part of the world, he surely is." Bullitt had written a historically dubious anti-Wilson play like a Gilded Age Dinesh D'Souza, although it was never performed and Freud was apparently its only fan. Together, they decided to go a step further and write a biography of Wilson. While Bullitt penned most of the ensuing nonsense, Freud contributed extensive notes and a chapter of psychoanalysis on the President, despite the slight handicap of having never met the man. Among their many discussions was how explicitly they could suggest Wilson was a "passive homosexual."
A book deal was signed, Freud was given the modern equivalent of a $40,000 advance during the goddamn Great Depression, and ol' Siggy was convinced the work would make him a superstar. But Bullitt kept rejecting Freud's baseless last-minute additions. Suggestions that Wilson had a "castration complex" and a masturbation addiction were excessive even to the man who wanted to drag Wilson's corpse through the mud, and their disagreements delayed the release until Bullitt suddenly had a diplomatic career again and didn't want to immediately shoot that career in the head.