Kristin Cavallari inks unbelievable eight-figure deal… weeks after ex-husband Jay Cutler is jailed over DUI

Kristin Cavallari has inked a jaw-dropping eight-figure deal to continue her popular podcast just weeks after her ex-husband Jay Cutler was jailed over a DUI.

The former MTV reality star, 38, has signed a new multi-year agreement with Dear Media to extend her Let’s Be Honest podcast, according to Variety.

The deal ‘exceeds eight figures’, which would most likely make Cavallari one of the highest-earning podcasters at Dear Media.

Other top creators at Dear Media include reality stars Scheana Shay and Khloe Kardashian, influencers Arielle Lorre and Amanda Hirsch, actress Lisa Rinna, and even Cavallari’s former The Hills co-star, Whitney Port.

Cavallari launched Let’s Be Honest in 2023 off the back of her Laguna Beach rewatch podcast, Back to the Beach.

It quickly became one of the most talked-about pop culture podcasts in the US.

Earlier this year, Cavallari took the podcast on tour, which was documented in her own E! reality series, Honestly Cavallari: The Headline Tour, which was produced by Alex Baskin’s 32 Flavors.

In addition to splashing her private life all over her podcast, a lot of the Cavallari’s podcast’s success is down to millennial nostalgia.

She’s currently rewatching old episodes of The Hills on Let’s Be Honest and next year she will reunite with her former Laguna Beach co-stars, including frenemy Lauren Conrad, for a Roku TV special, which she is executive producing.

Earlier month, Cavallari’s ex-husband Jay Cutler, a former Chicago Bears quarterback, was released from jail in Tennessee.

The 42-year-old was booked into Williamson County Jail in late September as part of a plea deal in a DUI offence he was arrested for in October, 2024.

He was scheduled to spend four days in jail but he was released after two-and-a-half days. It is not clear, at present, why Cutler managed to secure an early exit.

He is now be on unsupervised probation for one year and must also attend a DUI safety class.

The charge against Cutler came from an incident in October 2024, when he was arrested for allegedly rear-ending another vehicle in Franklin, Tennessee.

At the time of the incident, cops said Cutler had bloodshot eyes, was slurring his words and smelled of alcohol.

Police also claimed that Cutler refused a field sobriety test and had two firearms in his car. According to an arrest affidavit, Cutler also offered the other driver $2,000 to not call the police and to let him drive away.

But in August, Cutler pleaded guilty to driving under the influence as part of a deal that saw authorities drop the charges over possession of a firearm. He was also told to pay a $350 fine.

Cutler and Cavallari divorced in April 2020 after seven years of marriage and three children together – Camden, 13, Jaxon, 11, and Saylor, nine.

Ever since then, they have continued to exchange shots at each other in a messy public split.

Just last month, Cutler hit out at Cavallari for saying she ‘never got a penny’ after they broke up in 2020.

Asked about her comments while appearing on the Take It Outside podcast, he said: ‘I think it’s reckless. I think it’s borderline slander to insinuate that there was zero dollars split during the marriage that each side got.

‘It’s insanity and it’s completely false, completely untrue. I hate that I even have to address it, honestly.’

Cutler earned approximately $128million during his 12-year NFL career and added that there was ‘not a judge in the state of Tennessee’ that would have allowed him to ‘keep every single dollar’ after their divorce.

In his fiery response, Cutler didn’t say what figure Cavallari got from the split but continued: ‘I’ve got a divorce decree. I’ve got something that’s signed by the judge -it’s, like, 67 pages [and] it says the number breakdown.’