2022 is shaping up to be a legal nightmare for Trumpworld. Here's a timeline of upcoming court cases and legal obstacles.

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  • Donald Trump and his allies are facing a flurry of legal challenges this year.

  • Investigations into his company's finances are ongoing, along with others related to January 6.

  • Here are the dates to watch out for this year.

Former President Donald Trump has had a number of surprising legal victories ever since he left the White House — though his greatest potential battles are still looming.

In November, Summer Zervos, who had accused Trump of sexual assault following her appearance on "The Apprentice," dropped her lawsuit against him before he was forced to sit for a deposition. At around the same time, a New York state judge dismissed a lawsuit from Michael Cohen seeking to have the Trump Organization reimburse his legal fees for work he did on Trump's behalf.

But greater dangers loom. The Trump Organization is the subject of a sprawling investigation from the Manhattan district attorney's office and the New York attorney general's office into alleged financial misconduct.

In Atlanta, Fulton County District Attorney Fani Willis is weighing charges over his conduct in the 2020 election. Those investigations are proceeding as the Justice Department comes up on the five-year deadline to prosecute Trump over acts of possible obstruction that former Special Counsel Robert Mueller III scrutinized as part of his investigation into Russia's interference in the 2016 election.

Meanwhile, the Biden administration is sending a steady stream of Trump's White House records to the House committee investigating the January 6, 2021, attack on the Capitol. And Trump — along with many of his allies — face federal investigations and lawsuits stemming from the January 6 insurrection. Expect the judges in those cases to set court dates later this year.

While Trump mulls whether to run for president again in 2024, 2022 is shaping up to be a year of legal headaches for the former president and his associates. Here's a timeline of the threats Trumpworld faces.


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Former President Donald Trump arrives at Trump Tower in Manhattan on August 22, 2021, in New York City.James Devaney/GC Images

April 15 — The Trump Organization is required to meet this deadline to hand over a batch of outstanding discovery documents to the New York Attorney General's office for its investigation into potential financial misconduct.

April 20 — For the same case brought by the New York Attorney General's office, the Trump Organization needs to give the judge a progress report on how it's complying with subpoenas for other documents.

April 25 — Judge Arthur Engoron, who's overseeing the subpoena case between the New York Attorney General's office and Trump's company, is scheduled to hold a hearing to make sure all his orders have been complied with.


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Florida Rep. Matt GaetzGetty

May 2 — Jury selection is scheduled to begin in a trial regarding a civil lawsuit brought by a group of protesters against the Trump Organization. The protesters sued in 2015, alleging the company's security guards roughed them up during a demonstration outside Trump Tower. A video of a deposition Trump was forced to take this past fall is expected to be shown at the trial as evidence.

May 2 — A special grand jury for Fulton County District Attorney Fani Willis' investigation into Trump will be empaneled on May 2 and continue for up to 12 months. This announcement on Monday comes after Willis formally requested to have a special grand jury that would give her the subpoena power to obtain documents and compel witnesses to testify.

May 6 — Federal prosecutors need to meet this deadline to respond to Stephen Bannon's motion to dismiss the charges against him for refusing to comply with subpoenas from the House of Representatives January 6 Committee. After allowing Bannon to respond, the judge is expected to rule whether the charges can stick and when to set a trial.

May 10 — Trump's eldest son, Donald Trump Jr., is scheduled to give a deposition for a lawsuit brought by a group of people who say the Trump Organization pushed an alleged pyramid scheme.

May 12 — Eric Trump is scheduled to give his own deposition for the same lawsuit. Ivanka Trump will also be required to testify, though her deposition date hasn't yet been finalized. Their father is set to testify the following month.

May 13 — A federal judge has ordered the government to provide a status report on the cooperation of Joel Greenberg, a former Gaetz associate who has pleaded guilty to federal sex trafficking charges.

Greenberg could potentially be a key witness in the Justice Department investigation into Gaetz, one of Trump's most loyal supporters. He'd been scheduled to be sentenced in March but his attorney requested a delay while his client continues to answer federal investigators' questions.

May 20 — The Manhattan District Attorney's office has until this date to respond to motions from the Trump Organization and Allen Weisselberg to dismiss the criminal charges against them. It'll be an opportunity to lay down any new evidence they've gathered since filing the indictment last July, as well as to dispel reports that the investigation is faltering.


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Fulton County District Attorney Fani Willis walks past boxes of criminal case files at her office in Atlanta on Feb. 24, 2021.AP Photo/John Bazemore

June — Willis told the Associated Press in January that she is expecting to decide whether to charge Trump in Fulton County, Georgia, by the first half of 2022.

June 16 — Two days after his birthday, Trump is scheduled to sit for his deposition in the lawsuit brought by plaintiffs alleging the Trump Organization pushed a pyramid scheme. As Insider's Yelena Dzhanova reported, they sued after saying they lost thousands of dollars from joining a company called ACN and trying to sell its telephones with video capabilities.

June 29 — Litigants will get to see a copy of Trump's "Celebrity Apprentice" tapes. June 29 marks the deadline of discovery for the ACN case. While Trump, in "Celebrity Apprentice," vouched for the ACN Videophone, litigants are trying to figure out if other footage shot for the show demonstrated otherwise. ACN lost an attempt to bring the case to arbitration, and a jury trial is expected to be scheduled for late 2022 or 2023.


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Steve Bannon speaks to the press on his way out of federal court in Washington, D.C., on November 15, 2021.Drew Angerer/Getty Images)

July 7 — Prosecutors and Roger Stone, one of Trump's longtime political advisors, have to meet this deadline for a civil case in which the US Attorney's Office in Florida alleged Stone failed to pay $2 million in unpaid taxes, interest, and penalties.

July 12 — The New York State Supreme Court will hold a hearing in the Manhattan District Attorney's criminal case against the Trump Organization and its CFO Allen Weisselberg, who's become more marginalized within the company following the indictment from last July.

The status conference is expected to update the public on how Trump Organization lawyers are reviewing the 6 million pages of discovery material for the case, in which the Manhattan District Attorney's office alleges the company and executive dodged millions of dollars in taxes. The judge has also signaled he wants to hold a trial before the end of 2022.

July 18 — Steve Bannon, the former White House chief strategist, is expected to go on trial in Washington, D.C. Bannon is facing two criminal charges over defying a congressional subpoena. The Justice Department formally charged him in November 2021 after he refused to comply with a subpoena handed down from the House Select Committee that is investigating the January 6 riot.


Tom Barrack, former Deputy Interior Undersecretary in the Reagan administration, delivers a speech on the fourth day of the Republican National Convention on July 21, 2016 at the Quicken Loans Arena in Cleveland, Ohio. Republican presidential candidate Donald Trump received the number of votes needed to secure the party's nomination. An estimated 50,000 people are expected in Cleveland, including hundreds of protesters and members of the media. The four-day Republican National Convention kicked off on July 18.
Thomas Barrack.Alex Wong/Getty Images

September 7 — Tom Barrack, the chairman of Trump's 2017 inaugural committee, is set to stand trial in September on charges he secretly acted as an agent of the United Arab Emirates.

Barrack was charged in July with using his access to Trump to advance the United Arab Emirates' foreign-policy goals and later misleading federal investigators about his activities in a 2019 interview.

The indictment of the top Trump fundraiser marked an escalation of the Justice Department's crackdown in recent years on covert foreign influence.

Barrack's legal team is headlined by Daniel Petrocelli, a partner at the law firm O'Melveny & Myers who previously represented Enron CEO Jeffrey Skilling and, more recently, defended AT&T's acquisition of Time Warner Inc. against a Justice Department antitrust challenge.

September 26 — The Trump Organization and Donald Trump's 2016 inaugural fund are expected to go to trial for a lawsuit brought by Washington, D.C. Attorney General Karl Racine alleging they misused nonprofit funds. A precise trial date has not been set.

In November, Trump notched a partial win when the judge dismissed part of the suit, but other elements of the case — such as the attorney general's claim that the committee illegally misused funds — will be moving forward. But on February 15, another judge reversed that decision, reinstating the Trump Organization as a defendant.


Roger Stone holds up an autographed print of former President Donald Trump.
Trump ally Roger Stone is auctioning off a non-fungible token of an autograph addressed to him by former President Donald Trump.Stone Cold Collection/Roger Stone

November 7 — Trump's longtime political advisor Roger Stone is scheduled to go to trial in federal court in Florida over allegations that he failed to pay $2 million in taxes, as well as interest and penalties for the unpaid sum.

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