Here’s Why Judge Aileen Cannon’s Law Clerks Seem to Have Suddenly Quit
Things began to take a turn around the time Cannon was assigned the Trump classified documents case, a new report says.
Judge Aileen Cannon used to be a gem to work for, say early former employees. So why did two of her law clerks up and leave their one-year posts a few months ago? According to attorney David Lat, it all boils down to a major character change in the judge’s behavior that began in August 2022—when she was assigned Trump v. United States, Trump’s case against the FBI for raiding Mar-a-Lago.
Early clerks for Cannon described their time with the judge as an “invaluable learning experience” and “wonderful,” Lat reported Friday in his Substack Original Jurisdiction.
“How you enjoy your clerkship with Judge Cannon will be shaped by your priors,” one source told Lat. “If you get easily stressed or try to get through life with minimal work, you’ll find her overly demanding and domineering. But if you’re used to adversity, being in difficult situations, and making hard calls, you’ll do well. You’ll find her to be a tough boss, but one who gets your best work out of you.”
But that glowing outlook on time with Cannon changed when she issued a bizarre ruling in Trump v. United States that was quickly chopped up and reversed by the Eleventh Circuit. That left a significant marr on her record—one which an incoming clerk determined would be a “drag on their résumé,” wrote Lat. Others who were already clerking for the judge were “unhappy” about how the “credential value” of their clerkship had declined.
Then, in June 2023, Cannon was randomly selected to oversee United States v. Trump, better known as the classified documents case. That required Cannon’s already stressed staff to obtain security clearances. In the process, one clerk’s clearance was delayed, forcing the other two to take on even more work and resulting in her chamber falling behind.
Newer reviews of the judge’s managerial style, in light of her recent, headline-grabbing caseload, have been less than kind. One clerk who recently left her side described the judge to friends as “mean,” reported Lat.
One January post on the Top Law Schools forum described Cannon’s post-Trump office as a micromanaged, round-the-clock commitment that at times required more than 100 hours of work per week, even when Cannon herself showed up a fraction of the time.
“Generally, she treats clerks (and the entire chambers staff) very poorly and tends to get angry to the point of screaming at them and talking to them in condescending ways. I know her courtroom deputy quit less than two years into the job,” the user wrote.
“She frequently requires that clerks come into the office on weekends and federal holidays (including some major ones), even though she herself is there less than 1/4 of those days. And when she does require weekend or holiday work, she won’t let you know until last minute so if you bought a plane ticket, you’re out of luck,” the anonymous user continued. “Even if she doesn’t mandate weekend work in the office, the deadlines she sets are so unrealistic that 9 times out of 10 you’re going to be working on a weekend just to turn in a not-great draft by the deadline (which only contributes to more yelling and screaming for it not being polished enough).”
“Average hours worked in a week are between 80-100, with 100+ hours a week not being uncommon. It’s definitely not a clerkship to take if you have a family,” they added.