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The Florida judge who just gave Trump a pass in documents case will now be judged herself
What if I told you Judge Aileen Cannon has been working for years to get this case thrown out?
Judge dismisses Donald Trump’s classified documents case
Judge Aileen Cannon dismissed Donald Trump’s classified documents case, ruling that the special counsel’s appointment was unlawful.
It would be easy to get angry at this point about how law and order is alleged to apply to everyone in America, but former President Donald Trump keeps being issued get-out-of-jail-free cards by judges he appointed.
It happened again Monday when the judge overseeing Trump’s federal case for allegedly taking and concealing classified documents after leaving office decided to rule counter to decades of established law and precedence to just toss the case out of court.
That’s frustrating to fair-minded people, no matter what political party you belong to. We’re told as children that nobody is above the law in America and we hope as adults to see that hold true.
But this would be a good time to press pause on our frustration because U.S. District Judge Aileen Cannon, nominated in April 2020 by Trump for the Southern District of Florida, is likely to face some judgment about her judgment.
We’ve been here before. It didn’t go so well for Cannon.
Judge Aileen Cannon did her part in the Trump document case
Cannon’s ruling has nothing to do with the merits of the case. Instead, she grabbed hold of a fringe legal argument that Jack Smith, the special counsel appointed in November 2022 by U.S. Attorney General Merrick Garland to oversee the investigation, was improperly selected.
Trump was indicted by a federal grand jury and charged last summer. His entire legal strategy since then has been to delay delay delay while painting the prosecution as a political vendetta as he seeks another term as president.
In this, Cannon has always seemed more like an eager collaborator than an impartial judge, dragging out the process and leaving legal motions in limbo while sparring with prosecutors. All the while, the clock is ticking down to the Nov. 5 general election. A Trump victory would make the case simply vanish.
Decision to throw out document case started years ago
One of Trump’s opening gambits in the case in 2022, months before charges were filed, was to ask Cannon to prevent prosecutors from examining the thousands of documents it found – some marked confidential or top secret – in boxes strewn across the ex-president’s private club in Florida while executing a search warrant.
Cannon played along, shutting down the prosecutors and appointing a “special master” to sift through the documents.
Smith appealed to the 11th Circuit Court of Appeals, known for a certain right-leaning tilt on the political scale, where the case was heard by three judges, including two appointed by Trump.
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Those judges, in December 2022, reversed Cannon in a 21-page ruling that ended with what amounted to a scolding for her for what amounted to an attempt at a “radical reordering” to limit how federal judges act in criminal investigations.
“The law is clear,” they wrote. “We cannot write a rule that allows any subject of a search warrant to block government investigations after the execution of the warrant. Nor can we write a rule that allows only former presidents to do so.”
Let’s not forget the Supreme Court’s role in all this
That’s the way the law is supposed to work. Everyone is equal. Unless, of course, the U.S. Supreme Court decides otherwise.
The other recent development that has law-and-order fans freaking out was the Supreme Court’s July 1 ruling that Trump has immunity for any “official acts” he took as president while attempting to overturn the 2020 election but can still be tried in a separate case in federal court in Washington, D.C., for any “unofficial acts” he took in that attempt.
Justice Clarence Thomas joined the court’s other six conservatives, three appointed by Trump, in that 6-3 ruling but couldn’t resist helping Trump on a legal point that was not part of the case – writing a concurring opinion that questioned whether Smith’s appointment as special counsel was legal.
Thomas opened the door for Cannon to toss the documents charges against Trump. And that’s just what she did.
Trump legal cases still out there to be dismissed
Cannon tucked her ruling Monday into a news cycle already ramped up to full bore, between the attempted assassination of Trump in Pennsylvania on Saturday and his selection of a vice presidential running mate at the Republican National Convention in Milwaukee on Monday evening.
Trump, who briefly called for unity after surviving Saturday, was right back at his usual rhetoric Monday, casting his legal troubles as “Political Attacks” while celebrating Cannon’s ruling on his social media site, calling for dismissal “of ALL the Witch Hunts.”
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That included the case pending in Washington, a pending criminal case in Georgia on attempts to overturn the 2020 election there, the civil case where he was found liable for sexual assault, the criminal case in New York where he was convicted on 34 felony counts, and a civil case where he was fined $454 million for running a real estate business rife with fraud.
So many cases. And only one Judge Cannon.
Possible new member of SCOTUS?
Trump sees all politics as transactional – if he does something for you, he will expect something from you. Rep. Matt Gaetz, a Florida Republican and avid social media troll, said the quiet part out loud Monday in a post on the site previously known as Twitter with Cannon’s official portrait, calling her “Future Supreme Court Justice Cannon.”
Speaking of the Supreme Court, the justices took a pass in October 2022 when Trump asked them to overturn the 11th Circuit, which had just overturned Cannon.
If the special counsel successfully appeals the new Cannon ruling and revives the documents case, Trump will certainly try his luck again with our highest court.
Then we’ll find out just how many get-out-of-jail-free cards the conservative justices are willing to deal him.
Follow USA TODAY elections columnist Chris Brennan on X, formerly known as Twitter: @ByChrisBrennan
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US planning to seize Iran-linked ships in coming days, WSJ says | The Jerusalem Post
The US is planning to board and seize Iran-linked oil tankers and commercial ships in the coming days, according to a Saturday report by The Wall Street Journal.
The report noted that these actions would take place in international waters, potentially outside of the Middle East.
The US “will actively pursue any Iranian-flagged vessel or any vessel attempting to provide material support to Iran,” US Chairman of the Joint Chiefs of Staff Gen. Dan Caine said. “This includes dark fleet vessels carrying Iranian oil.”
“As most of you know, dark fleet vessels are those illicit or illegal ships evading international regulations, sanctions, or insurance requirements,” Caine continued.
Caine was further quoted as saying that the new campaign, which would be operated in part by the US Indo-Pacific Command, would be part of a broader US President Donald Trump-led campaign against Iran, known as “Economic Fury.”
White House spokeswoman Anna Kelly told the WSJ that Trump was “optimistic” that the new measures would lead to a peace deal.
The potential US military action comes as Iran tightens its grip on the Strait of Hormuz, including attacking several ships earlier on Saturday, the WSJ reported.
The report cited CENTCOM as saying that the US has already turned back 23 ships trying to leave Iranian ports since the start of its blockade on the Strait.
The expansion of naval action beyond the Middle East will provide the US with further leverage against Iran by allowing it to take control of a greater number of ships loaded with oil or weapons bound for Iran, the report noted.
“It’s a maximalist approach,” said associate professor of law at Emory University Law School Mark Nevitt. “If you want to put the screws down on Iran, you want to use every single legal authority you have to do that.”
Iran claimed earlier on Saturday that it had regained military control over the Strait, intending to hold it until the US guarantees full freedom of movement for ships traveling to and from Iran.
“As long as the United States does not ensure full freedom of navigation for vessels traveling to and from Iran, the situation in the Strait of Hormuz will remain tightly controlled,” the Iranian military stated.
In addition, Iranian Supreme Leader Mojtaba Khamenei declared on Saturday in an apparent message on his Telegram channel that the Iranian navy is prepared to inflict “new bitter defeats” on its enemies.
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Video: The Origins of the Supreme Court’s Shadow Docket
new video loaded: The Origins of the Supreme Court’s Shadow Docket

By Jodi Kantor, Alexandra Ostasiewicz, June Kim and Luke Piotrowski
April 18, 2026
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What’s it like to negotiate with Iran? We asked people who have done it
A Pakistani Ranger walks past a billboard for the U.S.-Iran peace talks in Islamabad on April 12, 2026. The talks, led by Vice President JD Vance, produced no concrete movement toward a peace deal.
Farooq Naeem/AFP via Getty Images
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Farooq Naeem/AFP via Getty Images
Despite stalled talks with Iran and a fragile ceasefire nearing its end, President Trump expressed optimism this week that a permanent deal is within reach — one that may include Iran relinquishing its enriched uranium. However, experts who spent months negotiating a nuclear agreement during the Obama administration say mutual mistrust, starkly different negotiating styles make a quick truce unlikely.

Referring to Vice President Vance’s whirlwind negotiations in Islamabad last week that appear to have produced little beyond dashed expectations, Wendy Sherman, the lead U.S. negotiator on the Joint Comprehensive Plan of Action (JCPOA) nuclear deal finalized in 2015, says the administration’s approach was all wrong.
“You cannot do a negotiation with Iran in one day,” she told NPR’s Here & Now earlier this week. “You can’t even do it in a week.” To get agreement on the JCPOA, she said, it took “a good 18 months.”
The talks leading to that deal highlighted Iran’s meticulous style of negotiation, says Rob Malley, who was also part of the JCPOA negotiating team and later served as a special envoy to Iran under President Joe Biden.
Summing up the two sides’ differing styles, Malley said: “Trump is impulsive and temperamental; Iran’s leadership [is] stubborn and tenacious.”
U.S. Secretary of State John Kerry speaks during a news conference on the Iran nuclear talks deal at the Austria International Centre in Vienna, Austria on July 14, 2015.
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Pool/AFP via Getty Images
In 2015, patience led to a deal
The talks in 2015, led by Secretary of State John Kerry and Iran’s Foreign Minister Mohammad Javad Zarif, culminated with a marathon 19-day session in Vienna to finish the deal, says Jon Finer, a former U.S. deputy national security adviser in the Biden administration. Finer was involved in the negotiations as Kerry’s chief of staff. He said his boss’s patience “was a huge asset” in getting the deal to the finish line, he said.
Mohammad Javad Zarif, Iran’s foreign minister during the negotiations for the Obama-era nuclear deal, speaks on April 22, 2016 in New York.
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“He would endure lectures … ‘let me tell you about 5,000 years of Iranian civilization’… and just keep plowing ahead,” Finer said, adding that a tactic of Iranian negotiators seemed to be “to say no to everything and see what actually matters” to the U.S.
“They’re just maddeningly difficult,” he said. “You need to go back at the same issue 10 or 12 times over weeks or months to make any progress.”
Even so, Finer called the Iranian negotiators “extremely capable” — noting that, unlike the U.S., they often lacked expert advisers “just outside the room,” yet still mastered the details of nuclear weapons, nuclear materials and U.S. sanctions.
“They were also negotiating not in their first language,” Finer added. “The documents were all negotiated in English, and they were hundreds of pages long with detailed annexes.”
Vance’s trip to Islamabad suggests that the U.S. doesn’t have the patience for a negotiation to end the conflict that could be at least as complex and time-consuming. “The Trump administration came in with maximalist demands and actually just wanted Iran to capitulate,” Sherman, who served as deputy secretary of state during the Biden administration, told Here & Now. “No nation – even one as odious as the Iran regime – is going to capitulate.”
Distrust but verify
Iran was attacked twice in the past year. First in June of last year, as nuclear negotiations were ongoing, Israel and the U.S. struck the country’s nuclear facilities. Months later, at the end of February, Iran was attacked again at the start of the latest conflict. This time around, “the level of trust is probably almost at an all-time low,” Malley said.
“It’s hard for them to take at their word what they’re hearing from U.S. officials,” Malley said. The Iranians, he said, have to be wondering how long any commitment will last and “will be very hesitant to give up something that’s tangible” – such as their enriched uranium – in exchange for anything that isn’t ironclad or subject to suddenly be discarded by Trump or some future president.
“Once they give up their stockpile … they can’t recapture it the next day,” Malley said.
Even during the 2013-2015 nuclear deal talks, the decades of mistrust between Tehran and Washington were impossible to ignore, Finer said. “Our theory was not trust but verify — it was distrust but verify,” he said, adding: “I think that was their theory too.”
Malley cautions about relying on the JCPOA as a guide to how peace talks to end the current war might go. The leadership in Tehran that agreed to the deal is now gone — killed in Israeli airstrikes, he says. The regime’s military capabilities are also greatly diminished and “whatever lessons were learned in the past … have to be viewed with a lot of caution, because so much has changed,” he said.
Negotiations have a leveling effect
Mark Freeman, executive director of the Institute for Integrated Transitions, a peace and security think tank based in Spain that advises on conflict negotiations, says several factors shape the U.S.-Iran relationship. Going into talks, one side always has the upper hand, he says, but negotiations have a leveling effect. “The weaker party gains just by virtue of entering into a negotiation process,” he said.
Each side is looking for leverage, he adds.
In Iran’s case, it has used its closure of the Strait of Hormuz to exert such leverage, while the White House has shown an eagerness to resolve the conflict quickly. “If one side perceives the other needs an agreement more … that shapes the entire negotiation,” he said.
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