• Skip to main content
  • Skip to header right navigation
  • Skip to site footer
Larry Brown Sports

Larry Brown Sports

Brown Bag it, Baby

  • Home
  • Blog View
  • NFL
  • NCAAF
  • NBA
  • MLB
  • Media
  • Headlines
  • Podcast
FootballGossipJay Cutler

Jay Cutler struggling with dating since becoming single

August 26, 2021 by Larry Brown • Comments
FacebookTweetLinkedInRedditThreadsWhatsAppEmail
Jay Cutler

Jay Cutler

Jay Cutler acknowledges that dating at age 38 in 2021 isn’t close to what it was like dating when he was younger.

Cutler and Kristin Cavallari announced last year that they were getting a divorce. The two were in a fight over money afterwards. And there was some mudslinging going around too after their split.

Now, the two are single again and on the dating scene. For Cutler, he says that it is “hard.”

Cutler spoke about the dating subject on his “Uncut with Jay Cutler” podcast.

Cutler says that dating is “hard as hell.”

He says the hardest part is not knowing what people want from you, which could range from true love to fame and fortune.

“I think finding out what people really, really want from you, I think that’s probably an issue,” Cutler said on the podcast.

He also says that having children means his priorities are different than if he had no family.

“I’m at a different phase of my life now with kids and priorities are just changed,” Cutler said.

Cutler is using dating apps and social media for dating now, which is completely different from what he was used to.

Cutler and Cavallari began dating in 2010, when online dating wasn’t as prevalent. They got married in 2013 and have three children together.

Cutler last played in the NFL in 2017, when Adam Gase talked him out of retirement to play for the Dolphins. He spent 12 seasons in the NFL, making one Pro Bowl. Cavallari reportedly thought Cutler was “lazy” in retirement.

H/T TMZ Sports

  • i want more great stories!

Sign up today for free and get the best sports content sent to your inbox.

You can unsubscribe anytime. For more details, review our Privacy Policy.

.

Follow Us

Get instantly notified of the most viral news stories via Google!

  • Trending stories

Stephen Curry looks ahead

Notable update emerges about Steph Curry’s return date from injury

5 days ago
Mike Evans wearing a helmet.

Surprising detail about Mike Evans leaving Buccaneers emerges

5 days ago
The UconnHuskies logo

UConn star puts up the most eye-popping stat line to open NCAA Tournament

3 days ago
Gerry McNamara looking on

Syracuse is hiring a school legend as their new head coach

1 day ago

Everyone said the same thing about Ohio State’s final shot vs. TCU

4 days ago

Sidebar


  • don’t miss these

Seahawks make Jaxon Smith-Njigba the highest-paid WR in NFL history

5 hours ago
Joey Bosa in a Chargers warmup

Joey Bosa floated as a possible target by a Super Bowl contender

7 hours ago
DeAndre Hopkins looks on and smiles

DeAndre Hopkins is interested in signing with 1 team

24 hours ago250
A Commanders helmet on the bench

Commanders likely to target standout running back in NFL Draft

1 day ago325
Rob Gronowski gets up after a catch

Video: Rob Gronkowski suffers an injury after connecting with Tom Brady

2 days ago268
Giants rookie Cam Skattebo wearing a chain necklace

Cam Skattebo addresses his controversial comment about CTE

2 days ago611
  • popular stories

Aaron Judge in his Yankees uniform

Gunnar Henderson had words for Aaron Judge after beating the Dominican Republic

Kyle Schwarber takes off his silver medal

Kyle Schwarber turns heads with what he did to his WBC silver medal

Cameron Boozer in his Duke uniform

Fans all said same thing about Cameron Boozer during Duke’s near-upset loss

Hubert Davis

Update emerges on Hubert Davis’ future at North Carolina

Donald Trump at a LIV Golf event

OKC Thunder’s reason for skipping White House visit is revealed

Herb Sendek trying to call timeout

Referees missed key call just before Kentucky’s miracle shot

Get the App

© 2026 · LB Sports Media Group Inc · Powered by Springwire.ai

  • X
  • Facebook
  • YouTube
  • Instagram
  • RSS Feed
  • About Larry Brown Sports
  • Contact
  • Editorial Process
  • Staff Writers
  • Privacy Policy
Dedicated to the memory of Nevil Vega
Team/Player Stats