NEW: Judge Darrin Gayles, who will preside over Trump's lawsuit against the Wall Street Journal may be having deja vu: He presided over Trump's ill-fated 2023 lawsuit against Michael Cohen.
Trump ultimately dropped that case to avoid being deposed.
www.politico.com/news/2025/07…— Kyle Cheney (@kyledcheney.bsky.social) July 21, 2025 at 12:52 PM
Politico, “Trump’s lawsuit against Wall Street Journal now has a judge — and it’s not Aileen Cannon”:
… Trump sued Cohen in April 2023 seeking a $500 million payout for claims that Cohen violated his attorney-client relationship with Trump and enriched himself off their relationship. Six months later, Trump abandoned the lawsuit, just before Cohen’s lawyers were set to question him under oath.
Trump’s new lawsuit against The Wall Street Journal and owner Rupert Murdoch seeks an even more audacious sum: $20 billion. Trump says the newspaper defamed him by reporting last week that Trump may have sent Epstein a suggestive birthday card more than two decades ago. Trump filed the lawsuit on Friday, and Gayles was assigned to preside over the case on Monday.
But as with the Cohen case, there’s an open question of whether Trump’s new lawsuit is more of a political stunt than a serious attempt to litigate the issue. If Trump pursues the case, he would open himself up to answering questions under oath about his connection to the disgraced financier who killed himself in 2019 while awaiting trial on sex trafficking charges.
Trump’s decision to file the case in southern Florida led to suspicions he was hoping to draw U.S. District Judge Aileen Cannon, his own appointee who helped him escape criminal charges brought by special counsel Jack Smith. But Trump’s attorney Alejandro Brito — the same lawyer who led the ill-fated Cohen suit — filed the case in the Miami division of the federal judicial district of south Florida. Cannon sits in the Fort Pierce district, making it unlikely she would have been selected under the court’s assignment process.
Gayles, a George Washington University law graduate who made history as the first openly gay Black man appointed to the federal bench, was confirmed unanimously by the Senate. One reason: His judicial background tilts bipartisan. He was appointed to state-court judgeships in Florida by two Republican governors, Jeb Bush and Charlie Crist, before Obama nominated him to his current role…
Speaking at an American Bar Association conference in March, Gayles lamented the decline in public confidence in the judiciary. He gave a few reasons for that decline, including the Supreme Court’s frequent reliance on its “shadow docket” to issue short-form emergency rulings. He also blamed the practice of litigants strategically filing lawsuits in certain districts in hopes of drawing favorable judges willing to issue nationwide injunctions. And he lamented expectations that judges will rule based on the president who appointed them.
“We all have to do better and push back. We are independent, we make decisions on the facts and the law,” he said.
Gayles also denounced attacks on the judiciary that go beyond mere criticism and put people in danger. “We’re not infallible. Sometimes we get it wrong because we deal with a lot of very difficult, complicated issues,” he said. “It’s the nature of the criticism. If it’s done in a way that subjects us to harm, that’s problematic.”…


