Did Jeffrey Toobin Have An Affair With Casey Greenfield? Here's A Look At Their Relationship

American attorney Jeffrey Toobin is also a writer, blogger, and former legal expert for CNN. During the Iran-Contra scandal, he worked as an associate counsel for the Department of Justice.

He has authored several books, including accounts of the Clinton-Lewinsky scandal and the O. J. Simpson murder case, which have been turned into seasons of FX's American Crime Story.

Quick Facts

NameJeffrey Toobin
Date of BirthMay 21, 1960
Age62
Birth PlaceNew York City, U.S.
EducationHarvard University (BA, JD
SpouseAmy Bennett McIntosh ​ ​(m. 1986)​
Children3
ProfessionLegal analyst, commentator

Did Jeffrey Toobin Have an Affair With Casey Greenfield?

American lawyer Casey Greenfield, a graduate of Yale Legal School, established her own law company, Casey Greenfield PC, in 2015. Greenfield became pregnant with Jeffrey Toobin's child in 2009, which made headlines. He works for CNN as a legal analyst.

According to sources who spoke to the Daily News in 2010, the young lawyer's alleged romance started when she fell in love with married Toobin, now 61, in her 20s.

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Over the years, Jeff and Casey have occasionally crossed paths, a source told the newspaper. For two years, she was married to another person. She resumed seeing Jeff after getting divorced.

Toobin pledged to abandon his wife for her. But by this time, Casey had grown suspicious of him. She believed he had several additional mistresses.

The lovers allegedly met in Condé Nast's New York office when Greenfield was working as a fact-checker for Glamor while taking a break from law school, according to a 2012 New York Times piece about Greenfield's new practice at the time.

They started dating right away in secret, and it lasted for almost ten years. According to the Daily News, Toobin allegedly offered Greenfield "money for an abortion" when she fell pregnant with his child in 2008.

According to the Daily News, he promised to pay for her to have a subsequent child using a sperm donor. Another person alleged, "When Casey didn't want to get an abortion, Jeff informed her that she regretted it and that she shouldn't expect help from him."

Jeffrey Toobin's Zoom Video Call Controversy

During a Zoom chat between New York colleagues and the WNYC radio staff in October 2020, Toobin made headlines for his exposure and indecent behavior.

In a statement, Toobin told Outlet Vice: He made an embarrassingly naive error in thinking he was off camera. Apologies from Jeffrey to his wife, family, close friends, and coworkers.

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The newspaper dismissed him in November 2020 after it suspended him following the event, but CNN thought he was "too excellent" to leave their network.

On June 10, 2021, eight months after the Zoom incident, Toobin rejoined CNN. He feels bad for those who have read his writing and watched him on CNN and believed he was a better person.

Toobin must therefore rebuild a lot, but he feels incredibly blessed and lucky to be able to. After returning to CNN's Alisyn Camerota, Toobin stated in the CNN Newsroom.

Jeff is making an effort to rebuild his reputation as a trustworthy individual. To better assist others and humble himself, Toobin discussed counseling and volunteer work, such as volunteering at a panel, as part of his self-rehabilitation.

But on August 12, 2022, Toobin tweeted that he was quitting CNN forever.

What Did Jeffrey Toobin Do Wrong?

Jeffrey Toobin was in a huge controversy after his zoom call incident. He was a well-known and highly respected journalist, but everything suddenly changed after the incident.

Mr. Toobin works for CNN as a senior legal expert. Mr. Toobin, who CNN has employed since 2002, "has asked for some time off while he deals with a personal matter, which we have granted," the network said in a statement.

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In May 2021, Toobin and Amy Bennett McIntosh celebrated their 35th wedding anniversary. While attending Harvard University and working at the Harvard Crimson as undergraduates, the pair became friends.

They have a daughter and a son and are residents of New York City.

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