Kristin Cavallari Scores 7-Figure Podcast Deal and Will Lay Bare Her Personal Life—After Admitting Her Kids Still Sleep in the Same Bed as Her

by Kelsi Karruli

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Former reality TV star Kristin Cavallari has sealed a multiyear, seven-figure deal with Dear Media to continue her podcast, "Let's Be Honest"—months after confessing that her kids still sleep in the same bed as her.

Cavallari, 38, will continue to lift the lid on all the details of her life thanks to her podcast deal, which was first reported by Variety.

“We’re thrilled to continue our partnership with Kristin. From the first episode, Let’s Be Honest has connected with audiences—many of whom have grown up alongside her—through her signature honesty and relatability.

"From the podcast to the 2025 multi-city tour, we look forward to building on the show’s success and expanding its impact in its next chapter," Michael Bosstick, Dear Media founder and CEO, told the outlet.

Former reality TV star Kristin Cavallari has sealed a multiyear, seven-figure deal with Dear Media to continue her podcast, "Let's Be Honest"—months after confessing that her kids still sleep in the same bed as her. (Dear Media)
Cavallari, 38, will continue to lift the lid on all the details of her life thanks to her podcast deal, which was first reported by Variety. (kristincavallari/Instagram)

The TV personality's podcast sees her sharing all there is to know about her relationships, family life, and friendships.

Cavallari has also hosted a slew of guests, including Travis Kelce, Harry Jowsey, Rebecca Minkoff, Brie and Nikki Garcia, Bobby Flay, and Nikki Glaser.

The 38-year-old previously let fans in on a secret about her life at home on her podcast.

In August, she admitted that she still allows her 11-year-old and 9-year-old to sleep in the same bed as her once a week.

The TV personality, who shares children Camden, 13, Jaxon, 11, and Saylor, 9, with ex-husband Jay Cutler, revealed that their first child was "such a good baby." However, their second was slightly more difficult.

Discussing her second son, she explained, “He was the easiest labor and delivery on the planet, and he was a really hard baby.

"So maybe, maybe that was the universe just being like, ‘We're going to make [labor] a breeze because the next eight years with him are going to be really tough.’ And I love my little Jaxy, but man, he was a really hard baby, and he was kind of hard until he was about 8.” 

And she revealed that his fear of missing out has caused her sleeping patterns to be disturbed more than once.

YouTube/Kristin Cavallari
The TV personality's podcast sees her sharing all there is to know about her relationships, family life, and friendships. (YouTube/Kristin Cavallari)
The 38-year-old previously let fans in on a secret about her life at home on her podcast. (kristincavallari/Instagram)

“This kid has also always had FOMO," she said. "Even when he was little, I mean, he would only take 30-minute naps. Thirty minutes on the dot.

"This kid is up no matter what, no matter where we are, nothing mattered. No outside circumstances mattered. This kid only took 30-minute naps, and I'd be like, ‘Oh, my god, Jaxon, please, please.’

“Once Jaxon could walk so well, let's say right after a year, when he realized, ‘Oh, wait, I can get out of my bed.' Once he realized he could get out of his bed, he came in my room—I'm not kidding, guys—every single night for four years, I'm not joking. Every single night for four years," she added.

The mom insisted that she "tried everything" to get Jaxon to stop coming into her room, noting that it became more difficult to handle him when she had her third child.

“I'm still waking up, and I'm nursing Saylor, and now here comes Jaxon every single night," she said.

She revealed that Jaxon finally stopped coming into her room when he began sleeping in his brother's room. However, Cavallari is still dealing with Jaxon's sleeping woes to this day.

“I do let him sleep with me. Now it's one night a week. So when school started, I told Jaxon and Saylor, 'You guys get one night a week with me,'" she confessed.

Cavallari insisted that she "enjoys" sharing a bed with her children. However, by morning time, she feels differently.

In August, she admitted that she still allows her 11-year-old and 9-year-old to sleep in the same bed as her once a week. (kristincavallari/Instagram)
Kristin Cavallari, Jay Cutler
The TV personality, who shares children Camden, 13, Jaxon, 11, and Saylor, 9, with ex-husband Jay Cutler, revealed that their first child was "such a good baby." However, their second was slightly more difficult. (Jake Giles Netter/E! Entertainment/NBCU Photo Bank via Getty Images)
The 38-year-old, who shot to fame while starring on MTV reality hits "Laguna Beach" and "The Hills," originally put the home on the market for $11 million in June 2024—but cut that price twice in a bid to find a buyer. (Mike Coppola/Getty Images)

“The problem is in the morning, because I get up before them, and then I have to be so quiet in my bathroom, like brushing my teeth and washing my face and getting dressed.

"I want to be able to have the freedom to move about my room and get dressed in the morning without worrying about waking someone up," she added.

The admission comes months after the TV personality found a buyer for her Nashville, TN, property she moved into after splitting from former NFL star Cutler—but only after she trimmed a hefty $2 million from her asking price.

The 38-year-old, who shot to fame while starring on MTV reality hits "Laguna Beach" and "The Hills," originally put the home on the market for $11 million in June 2024—but cut that price twice in a bid to find a buyer.

Cavallari, who hails from Denver, purchased the four-bedroom, 4.5-bathroom pad for $3 million in April 2020, the same month she revealed she and Cutler, a former Chicago Bears quarterback, were separating after seven years of marriage.

At the time, Cavallari explained that she was ready to find a new home—and was therefore preparing to sell her "divorce house" to let go of that chapter of her life once and for all.

Cavallari, who was born in Colorado, originally said she moved to Nashville because she "fell in love" with the city while visiting.

The 38-year-old has been at the center of headlines after breaking up with her 26-year-old boyfriend, Mark Estes.

Cavallari—who just finished her "Let's Be Honest" headline tour in Manhattan—revealed she was still "very single," despite hopping back on the dating apps a "couple of weeks ago."

Keith Francis

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