Kristin Cavallari, the reality TV star and founder of Uncommon James, has been opening up about her experiences with co-parenting in recent interviews and podcasts. In a candid conversation with Interview magazine, published in late 2024, Cavallari described raising her three children with her ex-husband, Jay Cutler, as “the ultimate test in life.” Her honesty about the challenges of co-parenting has resonated with many fans, as she continues to navigate the complexities of balancing her personal life, career, and her role as a mother. While Cavallari didn’t delve deeply into her relationship with Cutler in the Interview profile, she did provide a raw and emotional glimpse into their co-parenting dynamic during an appearance on Bunnie XO’s Dumb Blonde podcast, where she shared some blunt and unsettling truths about their post-divorce relationship.
Cavallari and Cutler, who were married for nearly a decade before separating in 2020 and finalizing their divorce in 2022, have had a notoriously rocky relationship, both during their marriage and in its aftermath. In the podcast interview, Cavallari referred to Cutler as a “pathological liar” and criticized his lack of consistency as a co-parent. She described the experience as “really hard” and admitted that the two have had a “bumpy road” when it comes to raising their three children: Camden, 12, Jaxon, 10, and Saylor, 9. Despite their efforts, Cavallari expressed frustration and disappointment, recalling a moment earlier in the year when they sat together at a basketball game—a rare instance of harmony—and marveled at the progress they had made. However, she noted that they hadn’t been able to sit together since, leaving her confused and exasperated. “What the f–k?” she said, summing up her feelings of helplessness.
One of the most poignant aspects of Cavallari’s remarks was her admission that she and Cutler are unlikely to spend future holidays together as a “family unit.” The idea of not being able to celebrate as a cohesive family, even after their divorce, seems to weigh heavily on her. Cavallari, who comes from a divorced family herself, confessed that she had always hoped to avoid following in her parents’ footsteps. “The last thing I ever wanted was a divorce,” she said, acknowledging that the pain of her own family’s fractured past still lingers. “That still will creep up once in a while,” she admitted, adding that it “just sucks that we’re not together as a family.” Her words highlight the emotional toll that divorce can take, not just on the parents, but on the entire family dynamic.
Cavallari has been navigating the complexities of single life and dating since her split from Cutler. She has been linked to several high-profile individuals, including comedian Jeff Dye and country singer Morgan Wallen, and most recently, TikTok star Mark Estes. However, her relationship with Estes came to an end in September 2024, and by December of the same year, she hinted that she had already moved on to “someone else.” While she didn’t reveal the identity of her new beau, she playfully referred to herself as a “f–king WAG [Wives and Girlfriends of athletes] through and through,” leaving fans speculating about her next romantic venture. As for Cutler, the former NFL quarterback has also moved on and is now engaged to Samantha Robertson, with whom he went public in 2023.
Cavallari’s willingness to speak openly about her struggles with co-parenting and her personal life has made her a relatable figure to many fans. She has built a reputation for being unfiltered and honest, qualities that have endeared her to audiences since her early days on reality TV shows like Laguna Beach and The Hills. In her podcast appearance, she didn’t shy away from expressing her frustrations with Cutler or her sadness about the state of their family. Her candor serves as a reminder that even in the public eye, life is far from perfect, and navigating the challenges of parenthood, relationships, and personal growth is a universal experience.
In many ways, Cavallari’s story serves as a testament to resilience and adaptability. Despite the challenges she’s faced, she continues to build a successful career, raise her children, and explore new chapters in her personal life. While the path hasn’t always been easy, her ability to confront her struggles head-on and share them with the world has made her a role model for many. As she continues to navigate the complexities of co-parenting and life after divorce, Kristin Cavallari’s raw honesty and determination remind us that growth often comes from embracing life’s imperfections, even when they’re far from easy.
