Kaitlyn, who starred on The Bachelorette's eleventh season, and Jason, who competed on The Bachelorette's fourteenth edition, got engaged in May 2021 after two years of dating, and Jason predicted last month their wedding is going to be in early 2023.
While Kaitlyn, 36, and Jason, a 33-year-old former Seattle banker originally from Buffalo, are on the path to marriage, they hit a bump in the road in April 2019 while navigating their relationship as a celebrity couple.
In Jason's new book, The Restart Roadmap: Rewire and Reset Your Career, he revealed a risque account of their first hookup Kaitlyn had shared on her "Off the Vine" podcast in early 2019 ultimately cost him his banking job, Peoplereported.
"We get this call and they were like, 'They're expecting you to come in and resign today,'" Jason told the magazineof his company's reaction to Kaitlyn's since-deleted podcast episode.
"I was like, 'I'm not going to resign, so I guess you guys have a choice.' The next conversation was, 'No, you don't have to resign. We just want you to restart here with a new set of rules, no podcasts, no social media.'"
Jason said the bank -- where he held a position for a decade -- essentially asked him not to pursue any "outside business work" or else he must "go restart" himself somewhere else.
Jason said he wouldn't accept his employer's terms and so he decided to start fresh on a new career chapter.
Kaitlyn, however, admitted that she worried how Jason's career change would affect their relationship since she considers herself at fault for her fiance's falling out with the bank.
"I was like, 'Your family's going to hate me. This is not going to work out for us. I should probably just walk away now,'" Kaitlyn confessed to People.
When the couple recently interviewed each other for a sweet video published by E! News, Jason and Kaitlyn detailed how the situation that cost Jason his job was Kaitlyn sharing a "confession" about how they had "dry humped" during their first intimate encounter because Kaitlyn had her period.
When the confession compromised Jason's job, Kaitlyn said she "felt so terrible" that she took that podcast episode down, potentially risking a loss of sponsors as well as many angry fans.
But Jason has since started a business podcast, "Trading Secrets," and launched his own consulting company -- not to mention he's written a book.
Jason also recalled in his book how ABC offered him $5,000 to go on Bachelor in Paradise after Becca'sThe Bachelorette season.
"The company I worked for at the time said, 'You go on Paradise, we're done with you. You're out,'" Jason shared, People reported.
"The second thing was, I felt like the reason I was going on Paradise was because I wanted to be on the TV again. And to me, that's one of the most toxic motivators for making one of those decisions. And if I'm going into a situation like that on the wrong foot, who knows what could've happened?"
Kaitlyn also said she doesn't think she would have dated Jason had he appeared on Bachelor in Paradise.
"I believe that everything happens for a reason. Something would've happened where our paths didn't cross the way they were supposed to," the former Dancing with the Stars winner shared, before jokingly adding, "Plus, I don't want to date anyone that's been on Paradise."
After getting engaged in May 2021, Jason and Kaitlyn are now planning their wedding in Nashville, TN, where they currently live with their two dogs.
Jason is also apparently grateful to Kaitlyn for the new path he's on, telling People, "Something I've definitely learned from Kaitlyn: vulnerability creates vulnerability, and that creates authenticity. And from that, can really create growth."
In addition to hosting a podcast, Kaitlyn also has a wine and scunchie line, and she just co-hostedThe Bachelorette's 17th and 18th seasons last year.