Edition · April 29, 2023

The Daily Fuckup: Backfill Edition for April 29, 2023

A Saturday snapshot of Trump-world’s self-inflicted wounds, with the legal, political, and messaging damage that was already visible by day’s end.

On April 29, 2023, the Trump universe was busy doing what it does best: turning legal trouble into louder, dumber legal trouble. The biggest headline was a fresh court fight over Donald Trump’s $500 million lawsuit against Michael Cohen, which was already drawing the kind of ridicule that usually arrives before a judge does. Elsewhere, the day also kept the civil fraud drumbeat in the air as Trump’s broader business and legal record remained under a harsh public spotlight. This edition focuses on the strongest, best-documented screwups that landed or escalated on that exact date.

Closing take

Trump’s talent has always been converting one bad week into a longer one. On April 29, 2023, the pattern was already plain: sue the problem, feed the problem, then act surprised when the problem shows up in a deposition, a filing, or a headline. The legal bills were piling up, the credibility was draining, and the campaign-style bluster was doing exactly zero to fix either.

Ranked by how bad the fuckup was

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

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Trump’s Cohen Lawsuit Was Already Starting to Look Like Retaliation With a Briefcase

★★★☆☆Fuckup rating 3/5 Major mess

Trump’s new $500 million lawsuit against Michael Cohen immediately drew a motion-to-dismiss fight and looked less like a serious damages case than a revenge filing against a witness who keeps talking. The timing mattered: Cohen was a key witness in Trump-related matters, and the suit’s legal theory gave critics an easy opening to call it intimidation dressed up as litigation.

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