Parker loved being a theater critic, but she loved less and less Nast and Crowninshield’s attitudes toward the staff. In this, as in many things, she was supported (and egged on) by her two new colleagues at Vanity Fair, Robert Benchley and Robert Sherwood. Benchley was hired as managing editor in the winter of 1919 and became Parker’s office mate in May. His straitlaced demeanor and traditional domestic life — wife, children, and house in the suburbs — belied an anarchic sense of humor that made him one of the US’s leading humorists for decades. Soon after Benchley’s arrival, Sherwood, recently returned from the war, came aboard as writer. Both Sherwood and Benchley had trained, so to speak, at Harvard, writing satire for the Harvard Lampoon; both, like Parker, would flourish as authors after Vanity Fair. It is clear that Crowninshield had a brilliant eye for literary talent.
In 1919, however, the three writers soured on the management and particularly on the ownership of the magazine they worked for. They disdained Nast’s combination of crass libertinism and schoolmarmish insistence on office conformity, and they resented their uncompetitive salaries. They were "treated like serfs", said Sherwood, and "paid that way, too". They acted out: decorating Nast’s office with streamers for a mock bon-voyage party, and at one point, when Crowninshield was on a trip and left them minding the store, publishing a satirical fashion article by Sherwood in which he predicted that men’s attire would soon include waistcoats trimmed with jewels.
Caesar’s Wife had its opening night in November 1919 and ran until the following February at the Liberty Theater at 236 West 42nd Street (whose facade is still there, now part of Ripley’s Museum, believe it or not). The play depicts the marriage between an English diplomat and a woman many years his junior. Parker’s review is not completely unkind until its conclusion: "Miss Burke, in her role of the young wife, looks charmingly youthful. She is at her best in her more serious moments; in her desire to convey the youthfulness of the character she plays her lighter scenes as if giving an impersonation of Eva Tanguay". This was in fact a toned-down revision; in her first draft, Parker had written that Burke "threw herself around the stage as if giving an impersonation of exotic dancer Eva Tanguay". After Crowninshield objected, Parker offered the slightly less inflammatory phrase.