Former Biglaw Partner Predicts Donald Trump Will Head To Jail

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Ty Cobb

Ty Cobb

Ty Cobb — the former Hogan Lovells partner who left Biglaw to work in Trump’s White House before yeeting out of that job — is back. He’s on the cable news circuit bringing his unique perspective on all the legal troubles of the 45th president. And he thinks the former president is heading to jail.

Not right away, mind you. And not (necessarily) as a result of being convicted of the deluge of felonies he’s been charged with. But because of his near pathological inability to adhere to a court order.

Appearing on CNN, Cobb predicted that the limited gag order Judge Tanya Chutkan issued in the federal January 6th case will result in Trump spending “a night or a weekend” in jail — as that’s the only thing that will get through to the former president.

Of course, one of Trump’s attorneys, Alina Habba, has a very different perspective on Trump’s potential jail time for violating the gag order. She wildly suggests the Secret Service will keep him out of jail. Now, you might ask, how would that work? If anything, that might seem like the Secret Service might spend the night in jail *with* Trump. But, appearing on NewsMax, Habba invokes the protection of the Secret Service like it’s a cloak of invisibility that will thwart the court’s ability to enforce its order.

He’s protected by Secret Service, period. So I always tell people when they’re panicked, listen, he’s protected by Secret Service, No. 1. No. 2, he did nothing wrong. So when people go to jail it’s because they’ve done something wrong. Do we have crooked situations in and out of court, absolutely. Could they try? Probably, but it won’t work because there is still trial process. There is still facts, and unfortunately they’re not going to win on the facts. Secret Service will always protect President Trump, that’s the truth. They have to, wherever he is.

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Trump’s legal problems are unprecedented for a former president. How this all ultimately plays out remains to be seen.


Kathryn Rubino is a Senior Editor at Above the Law, host of The Jabot podcast, and co-host of Thinking Like A Lawyer. AtL tipsters are the best, so please connect with her. Feel free to email her with any tips, questions, or comments and follow her on Twitter @Kathryn1 or Mastodon @[email protected].

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