Jay Cutler’s Ex Wife Kristin Cavallari Spotted On Steamy Date With High Profile NBA Head Coach

November 19, 2025

Kristin Cavallari posing in hotel mirror

Kristin Cavallari is single, unbothered, and apparently still willing to dip her toes back into the sports world just not with athletes this time. The reality star and former wife of NFL quarterback Jay Cutler was reportedly spotted out on what insiders described as a steamy dinner date with Utah Jazz head coach Will Hardy earlier this year in Nashville, according to Us Weekly. The unexpected crossover between reality TV glam and NBA leadership immediately set the internet buzzing, but insiders say the date fizzled out as quickly as it began.

According to the outlet, the two shared dinner, conversation, and plenty of chemistry but whatever spark existed didn’t last beyond that night. “It was one date and that was it,” a source explained. “She never saw him again.” The connection never evolved, leaving fans curious but ultimately without a developing love story.

Kristin Cavallari smiling in interview setting

At 38 years old, Cavallari has remained open about her dating life since her divorce from Jay Cutler. She’s been very vocal on her podcast Let’s Be Honest about the types of men she’s willing to date, going as far as declaring that she’s “too old to date athletes now.” But she did note one exception coaches and men who work around sports are still fair game.

Will Hardy fits that description perfectly. The 35 year old NBA coach has quietly built a strong reputation across the league for his basketball mind and leadership. But while he is making headlines professionally with the Utah Jazz, Hardy rarely comments on his personal life. When Page Six asked him about the Cavallari rumor, he declined to offer details but he did confirm something major: he is divorced, and has been for over a year.

That revelation added fuel to the original report. Both Cavallari and Hardy entered the dinner as two single adults navigating public divorces and busy careers but according to insiders, the connection simply didn’t move past that initial meeting.

Utah Jazz coach Will Hardy on sidelines

Their brief date comes at a time when Cavallari has made headlines for her romantic history. The former MTV “Laguna Beach” and “The Hills” star has been linked to NFL players, actors, and most recently a much younger TikTok personality. After her divorce from Jay Cutler, she entered a whirlwind relationship with Mark Estes a Montana Boyz TikToker 13 years younger than her. Despite their short-lived romance, Cavallari openly admitted they had incredible chemistry but ultimately knew the age gap made long-term compatibility unrealistic.

She ended things with Estes in September 2024, clarifying on her podcast that there was “no bad blood” and that both agreed the relationship had run its natural course. Despite the hype surrounding their connection, Cavallari emphasized that not all relationships need dramatic endings.

Which is why her short lived dinner with Hardy fits a pattern she has talked about repeatedly she’s dating casually, exploring options, but also protecting her peace.

Kristin Cavallari stepping out of car in Nashville

The Nashville dinner with Hardy unfolded quietly and privately, with insiders saying there was no attempt to hide the outing. Cavallari has spent much of her time in the city, raising her children and working on her business ventures, while Hardy who travels constantly for the NBA season was also in town at the time. Their schedules aligned, they shared a night out, but nothing developed beyond the first date.

A source described it as “friendly, flirty, and fun,” but also confirmed that there simply wasn’t enough compatibility to justify more time together.

For Cavallari, that seems perfectly fine. She has repeatedly said she is in a phase of life where she prioritizes her kids, her work, and her personal happiness above all else. Romantic connections are welcomed but not forced.

Cavallari posing in swimsuit on vacation

Fans following Cavallari’s dating journey know she gravitates toward confidence, maturity, and men who have their lives together. Hardy, who led the Jazz through several competitive seasons and rebuilt their roster identity, certainly fits that profile. But whether it was timing, lifestyle differences, or simply lack of deeper connection, their paths did not merge beyond that night.

Still, the possibility of the pairing caught fans off guard. The pairing of a high-profile NBA head coach and a glamorous TV personality is a headline built for social media and one that shows Cavallari hasn’t sworn off the sports world entirely.

The sighting also came just months after Cavallari made headlines for sidestepping questions regarding her divorce settlement with Jay Cutler, indicating she is still navigating life changes behind the scenes. Yet every public appearance suggests she’s thriving career, confidence, and lifestyle seemingly in full bloom.

Kristin Cavallari appearing on her podcast, microphone in front of her

On her podcast, Cavallari opened up about her mindset on dating post-divorce. She admitted that while athletes are off the table, she isn’t opposed to dating within the sports industry altogether. Coaches especially those in leadership and analytical roles fit the maturity she prefers.

That context makes her dinner with Hardy make perfect sense. But Cavallari clarified that she only entertains relationships that have real potential. One date was enough for her to know this one wasn’t headed toward anything serious.

Conclusion

Kristin Cavallari and Will Hardy’s date may have sparked curiosity across both the sports and entertainment world, but insider reports confirm it was nothing more than a single night out between two single public figures. No drama, no fallout just two adults testing chemistry that ultimately didn’t go anywhere.

In true Cavallari fashion, she continues to keep her dating life honest but private, offering just enough insight to keep fans talking without revealing too much. As for Hardy, the NBA coach remains focused on basketball and refuses to let his personal life overshadow his career.

And as always Cavallari stays booked, glowing, and unapologetically single.