Edition · December 20, 2021

Trump’s 2021 Holiday Week Starts With a Lawsuit That Basically Says: Please Stop Looking at the Receipts

On December 20, 2021, Trump tried to sue New York’s attorney general to derail the fraud probe, while the January 6 fallout kept tightening around his orbit. The day was a clean reminder that the former president’s favorite legal strategy was still: attack the investigators and hope the file cabinet catches fire.

December 20, 2021 produced a very Trumpian two-step: first, a lawsuit aimed at freezing a state fraud investigation into his business, and second, fresh evidence that the January 6 scandal was continuing to metastasize into subpoenas, contempt fights, and broader scrutiny of the people around him. Neither move solved his problems. Both made the underlying ones look more serious.

Closing take

The pattern here is familiar and brutal: when Trump is cornered, he doesn’t de-escalate, he sues, blusters, and drags more attention onto the mess. That works sometimes in politics. It is much less effective when the paper trail is already doing the talking.

Ranked by how bad the fuckup was

5 stars means maximum fallout. 1 star means a smaller self-own.

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Trump Tries to Sue His Way Out of the New York Fraud Probe

★★★★☆Fuckup rating 4/5 Serious fuckup

Trump and his company filed suit against New York Attorney General Letitia James in federal court, trying to stop her civil investigation into the Trump Organization’s finances. The move looked less like a confident defense than a panic button: if the evidence is so harmless, why does he keep trying to shut off the flashlight?

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January 6 Probe Keeps Tightening Around Trump’s Inner Circle

★★★★☆Fuckup rating 4/5 Serious fuckup

By December 20, the January 6 investigation was still expanding into Trump’s aides, allies, and communications around the election aftermath. The main political damage was not a single new bombshell, but the steady accumulation of subpoenas, committee findings, and document requests that kept the coup story alive and getting harder to spin away.

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