Former Wisconsin Judge Hannah Dugan, who was convicted of felony obstruction for helping an immigrant evade federal officers in a case that highlighted President Donald Trump's sweeping immigration crackdown, is scheduled to be sentenced Wednesday in federal court.
Dugan, 67, faces up to five years in prison after a jury convicted her on Dec. 19. She resigned from her position as a Milwaukee County circuit judge two weeks later amid threats of impeachment from Republican state lawmakers. She had been a judge for nine years.
The Trump administration brought the case against Dugan as the president pressed ahead with his sweeping immigration crackdown. Trump's administration and his allies branded Dugan as an activist judge, while Dugan’s attorneys said during the trial that the Trump administration was trying to make an example out of Dugan to “crush her.”
Immigrant rights advocates and other Dugan allies argued that the administration was trying to use her case to blunt judicial opposition to Trump's immigration efforts. The case became a bellwether nationally in the conflict between the judiciary and Trump's immigration crackdown.
Republican U.S. Rep. Tom Tiffany, a fierce Trump loyalist running for Wisconsin governor, urged authorities to “lock her up” in a social media post following her conviction.
Dugan's attorneys declined to comment ahead of the sentencing. Dugan did not testify during her trial, but her attorneys said she would be making comments to the court on Wednesday. That would be her first public comments on the case in more than a year.
Dugan's attorneys argued that as a judge she was immune from prosecution. U.S. District Judge Lynn Adelman, who will hand down the sentence, has rejected attempts by Dugan to vacate her obstruction conviction.
Prosecutors argued in a sentencing memo filed last week that Dugan violated her oath as a judge and put both law enforcement and the public at risk.
“Judges are entrusted with tremendous discretion, but there is a line they cannot cross,” Executive Assistant U.S. Attorney Richard Frohling wrote. “The defendant crossed that line.”
Dugan’s attorneys argued she has “punished enough,” including resigning as a judge and facing threats of violence. They argued in her sentencing memo that she should not be sentenced to any jail time besides the part of one day she already spent in federal custody.
Under federal sentencing guidelines, the presentence report calls for 15 to 21 months behind bars. The judge is not bound by those guidelines.
Prosecutors said the average sentence for obstruction cases is 16 months, but they did not recommend a sentence.
“This was a serious offense, and it warrants a correspondingly serious sentence,” Frohling wrote.
No matter what she is sentenced to, Dugan's attorneys said they plan to file an appeal.
Dugan's case marked the first time that a state judge in Wisconsin went to trial on charges of obstructing immigration agents. She was found not guilty of concealing an individual to prevent arrest, a misdemeanor.
On April 18, 2025, immigration officers went to the Milwaukee County courthouse after learning 31-year-old Eduardo Flores-Ruiz had reentered the country illegally and was scheduled to appear before Dugan for a hearing in a state battery case.
Dugan confronted agents outside her courtroom and directed them to the chief judge's office because she told them their administrative warrant wasn’t sufficient grounds to arrest Flores-Ruiz.
After the agents left, she led Flores-Ruiz and his attorney out a private jury door. Agents spotted Flores-Ruiz in the corridor, followed him outside and arrested him after a foot chase. A week later, FBI agents arrested Dugan in the courthouse, leading her outside in handcuffs.
Flores-Ruiz was deported in November.
FILE - Milwaukee County Circuit Judge Hannah Dugan leaves the federal courthouse after a hearing in Milwaukee on May 15, 2025. (AP Photo/Andy Manis, File)
DUBAI, United Arab Emirates (AP) — The U.S. military attacked Iran early Wednesday after it said Tehran struck three ships in the Strait of Hormuz, part of an American effort that also revoked the Islamic Republic’s ability to openly sell crude oil in the world market. Iran retaliated with strikes targeting Bahrain and Kuwait.
The regional crossfire raised the risks that an interim agreement to halt fighting in the war could break down, putting the Middle East again at risk of a wider conflict.
The attacks on shipping and the resulting strikes came during the dayslong funeral for Iran’s Supreme Leader Ayatollah Ali Khamenei, who was killed Feb. 28 in the war’s first moments at age 86. The funeral, which ends Thursday, had been thought to be a period of lower tensions — though mourners have repeatedly called for the killings of U.S. President Donald Trump and Israeli Prime Minister Benjamin Netanyahu.
Negotiations to reach a final deal had been due to start after Khamenei’s burial and focus on the toughest matters, including fully reopening the strait and rolling back Tehran’s disputed nuclear program. But the new attacks threw that into question.
“The era of bullying and extortion is over,” Iran’s Parliament Speaker Mohammad Bagher Qalibaf wrote on X. “It leads nowhere. We don’t fold.”
The U.S. military’s Central Command said American forces launched the strikes “to impose heavy costs for targeting and attacking commercial shipping crewed by innocent civilians in an international waterway.”
It said it hit Iranian targets including air defense systems, radars and over 60 small boats used by Iran’s paramilitary Revolutionary Guard. Those boats have been key in harassing ships in the strait.
The U.S. military remains “postured and prepared to hold Iran accountable when the agreement is not adhered to or obeyed,” it added, saying this round of attacks had ended.
Iran acknowledged the strikes, but offered no word on any losses. Iranian state media reported the sound of explosions in Bandar Abbas, Qeshm and Sirik.
Wednesday morning, both Bahrain, home to the U.S. Navy’s 5th Fleet, and Kuwait, home to U.S. Army forces, sounded missile alerts. The Guard issued a statement acknowledging targeting U.S. military installations in both countries.
“The child-killing and terrorist U.S. army ... openly violated the ceasefire and violated the Islamabad understanding by launching an airstrike on a number of coastal bases and civilian stations on the coasts of Hormozgan and Mahshahr provinces,” it said, without addressing the attacks on ships in the strait.
A similar spate of Iranian attacks on shipping and U.S. retaliatory strikes occurred late last month — which similarly drew Iranian attacks on Bahrain and Kuwait. Wednesday’s strikes also came as Trump was in Turkey for a summit of the NATO military alliance.
The U.S. also revoked a license that authorized the sale of Iranian oil as part of the interim deal. That had allowed Iran for the first time in years to conduct oil sales openly on the international market for U.S. dollars. Iran long had been suspected of selling sanctioned crude oil at below-market prices to China.
The decision came after the strikes on shipping. One tanker was traveling off the coast of Oman when it was hit and caught fire, the United Kingdom Maritime Trade Operations center said. Iranian state television said the liquefied natural gas tanker came under attack after ignoring warnings but did not directly claim the assault.
The other two ships sustained some damage, but no one was injured, and both continued on their way in the Strait of Hormuz, the U.K. maritime agency said. Iran has maintained a chokehold on the Strait of Hormuz since the war, disrupting global energy markets as a fifth of all traded oil and natural gas passed through the channel in peacetime. The ships attacked Tuesday all appeared to be using a route close to Oman’s shore, rather than one ordered by Tehran.
Tehran repeatedly has declared that only its approved route through the strait is safe and is suspected of attacking other ships that have used the Oman route.
Majed al-Ansari, a spokesperson for the Qatari Foreign Ministry, said the Qatari tanker Al Rekayyat was targeted in an “unacceptable attack” on international navigation and global energy security. He said Qatar holds Iran “fully legally responsible.”
Iran and the United States agreed as part of the interim deal to allow ships to pass without paying charges for 60 days. But Tehran insisted it must control the vessels’ routes and later charge fees for passage, which would upend decades of practice in the waterway.
The U.S. and many Gulf Arab states say they will not agree to Iran charging for passage through the strait.
In this photo released by Iran's Supreme Leader's office, mourners carry the coffin of the late Iranian Supreme Leader Ayatollah Ali Khamenei during funeral prayers held as part of the dayslong funeral ceremonies at the Holy Jamkaran Mosque in Qom, Iran, Tuesday, July 7, 2026. (Office of the Iranian Supreme Leader via AP)
An Iraqi Shiite soldier chants on the eve of funeral ceremonies for the late Iranian Supreme Leader Ayatollah Ali Khamenei outside the Imam Ali Shrine in Najaf, Iraq, Tuesday, July 7, 2026. (AP Photo/Hadi Mizban)
