On Saturday, Sept. 14, the high school hockey coach and wife of Jason, posted a touching message of support for her husband on Instagram, honoring that the now-retired Philadelphia Eagles star has started a "new chapter" as he made his debut with ESPN's "Monday Night Countdown team on Monday, Sept. 9.
"Training camp looked a little different this year," Kylie, 31, began the caption, referring to the fact that the family attended the Eagles training camp over the summer, but in a different capacity as Jason, 36, is no longer a player on the team.
"Watching you at the Linc on Monday is going to be a little different too," she added of the Lincoln Financial Field, the home of the Eagles.
"Just know that the girls and I are loving cheering you on in this new chapter!" she added.
Kylie closed out the caption with a cheeky nod to Jason dropping a slightly risque word during his first broadcast, "... Maybe try not to say tits this week?," she teased.
Alongside the sweet message, Kylie shared a photo of the couple with their daughters, Elliotte, 3, and Wyatt, 4. And Bennett, 19 months, at what appeared to be the Eagles training camp over the summer.
In the photo, Jason and Kylie grinned as they stood with their daughters, with the mom of three holding their youngest, Bennett.
The ESPN host was quick to share his own sweet message in the comment section of the post, writing, "Luckiest man in the world," in response.
Kylie's quip about Jason saying "tits" referred to a funny moment during the Monday, Sept. 9 broadcast, when the retired NFL star's wardrobe mishap was revealed before the San Francisco 49ers took on the New York Jets at Levi's Stadium in Santa Clarita, Calif.
Scott Van Pelt listed off Jason's achievements during the broadcast -- which included co-hosting a successful podcast, New Heights with brother Travis Kelce and winning a Super Bowl -- before revealing to viewers that Jason was sporting a shirt he had picked up from the mall earlier the same day.
"All that said, Jason Kelce is wearing a shirt he got at the mall because he left his travel bag in the truck," Van Pelt said.
"It fits my belly now. I've lost a little bit of weight, but my tits are still struggling," Jason responded.
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Meanwhile, Kylie previously spoke with PEOPLE in August about her excitement at Jason's new role, ahead of his debut with ESPN.
"I am mostly excited to see Jason excel in a new position. I jokingly say it's a pain in the butt that he's good at everything, and I know I'm biased in that, but I truly believe he's good at everything because even if he's not good at the start or the best at the start. He will work, endlessly and tirelessly until he can achieve that. So, I have full faith that he's going to tackle his new position and excel," she told PEOPLE at the time.
"I'm really excited to get to watch him do that. And I think it's such a shift from sort of physically exerting yourself to getting to sort of showcase your intellectual ability and the way that you analyze games," Kylie continued. "He's such an analytical person and so I think that this will be the perfect role for him on Monday night with ESPN. I'm really excited to watch him work."