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What's Ahead for Donald Trump?

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On the Lean to the Left podcast, attorney/author David Moskowitz analyzes the cases against Donald Trump that have resulted in 91 criminal charges and more than $500 million in civil penalties.

Since his election defeat to President Biden in November 2020, Donald Trump has put America through virtual hell, claiming Biden stole the election, inciting the attempt by his MAGA mob to prevent certification of that election, and despite 91 criminal charges against him, attempting to win the Republican nomination and return to the White House.


Those charges stem from his attempts to overturn the election, interfering with the election results in Georgia, falsifying business records in New York, including hush money payments to porn star Stormy Daniels, and mishandling classified records after leaving the presidency.


He's been fined hundreds of millions of dollars so far, and his financial empire is jeopardized to the point that he’s hawking a garish line of gold sneakers for $399 a pair – that he says Black people should like because they love sneakers.

But what's ahead for Donald Trump? When those court cases are all finished, will he serve even one day in prison?

What if he's convicted of a felony? He would be unable to vote for himself, but could serve as President, says David H. Moskowitz, a retired Pennsylvania attorney who’s written a new book, “The Judge and the President: Stealing the 2020 Election.”

In this episode of the Lean to the Left podcast, we’ll get his take on all of these developments and what Moskowitz believes might lie ahead for Trump -- and our nation. In this episode, Moskowitz analyzes the four major cases against Trump which involved 91 charges stemming from his attempts to overturn the election, interfering with Georgia election results, fraudulently falsifying business records in New York, and mishandling classified records after leaving the presidency.

The Bottom Line

Moskowitz predicts Trump will be convicted in the federal election interference and estimates that there is a less than 50 percent chance that an appeal to the U.S. Supreme Court would be successful. However, he believes that case will not be resolved until after the November election.

In the Georgia case, Moskowitz predicts that the trial will last six to nine months, and that if he is convicted, he will appeal. However, if that case goes to the U.S. Supreme Court, he says Trump's chances for success are less than 15 percent.

Regarding the classified documents case, Moskowitz predicts that Trump will escape conviction, and that the New York case involving hush money payments to adult porn star Stormy Daniels is likely to end up with a hung jury. He also predicts that Trump will be forced to cough up the $454 million judgements against him in the New York business case involving alleged fraudulent estimates of the value of his properties.

Further, Moskowitz also predicts that ultimately Trump will be allowed by the Supreme Court to remain on the 2024 presidential election ballot, despite efforts by some states to declare him ineligible.

Moreover, Moskowitz suggests that Trump may end up agreeing to a plea deal that would allow him to avoid jail time but include an agreement that he will no longer seek public office.

About Moskowitz

Moskowitz practiced law for 40-plus years, developed real estate, and was a pharmaceutical CEO. He received degrees from Penn State, Villanova Law School and Oxford University.

He served as counsel to municipalities, municipal authorities, civic associations, and represented clients in numerous countries around the world.

He writes based on his legal experience and front row seat to the election – his wife was a Pennsylvania elector -- and efforts by Trump and his allies to overturn the results.


What's Ahead for Donald Trump?

Here are some key questions we discussed with Moskowitz to answer that question:


  • What are the key points that you make in your book regarding Trump, the election, and the aftermath?


  • What would be the consequences to our country had Trump succeeded in preventing the peaceful transfer of power after he lost the election?

  • In your book, you describe three heroes from the Jan. 6 insurrection. Who were they and why?

  • Can we walk through the four cases involving Trump and what you think lies ahead? First, the federal election interference case led by special counsel Jack Smith. What are the key charges and what do you believe will happen here?

  • Let’s move to the Georgia election interference case. Give us your analysis of that and what you think the outcome might be.

  • How about the classified documents case. Do you believe this is as serious as the others? Is Trump at risk of being sent to prison over this?

  • What about the hush money case in which Trump is accused of falsifying business records relating to a $130,000 payoff to buy Stormy Daniels’ silence. There are 34 felony counts in this case.  

  • Trump is appealing a $454 million judgement against him, which includes being barred from serving as a leadership role in any New York business for three years. What’s the likely outcome here?

  • And then there’s the $83.3 million Trump was ordered to pay to writer E. Jean Carroll for ruining her credibility as an advice columnist when he called her a liar after she accused him of sexual assault. Your thoughts about that one?

  • What do you think of the efforts in some states to kick him off the ballot?

  • What impact will these cases have on Trump’s bid to return to the White House?  

  • He says Black Americans should relate to his criminal indictments and so should support him. What do you think about that?

Read the interview transcript:

Trump's Criminal and Civil Cases_ Will Trump Go to Prison_
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