Matt Roloff, Caryn Chandler Relationship Timeline

Little people, big world The fans were shocked when matt roloff and Amy Roloff announced his decision to divorce in 2015 after nearly three decades of marriage. While Amy was moving in with the real estate agent, chris mark, after meeting him at a singles night of wine and paint, Matt’s next relationship would be more controversial. He started a relationship with Caryn Chandlerthe former manager of Roloff Farms, and things got a little awkward.

“Caryn and I have developed a great friendship over the years,” said the Against all odds the author told the producers in a confessional at the beginning of their relationship in 2017. “His sense of logic and my sense of logic are very compatible.”

The father-of-four added: “I think everyone has different people that they relate to at different stages of their life. I have no regrets at all looking back on Amy and I’s 26 years of marriage. We outdid each other in some way, and now, my heart is open for Caryn.”

Clearly a major adjustment, it took time for everyone in the Roloff family to get used to. “Caryn is part of the Roloff Farm operation and as far as the relationship goes, I just don’t have a say in that,” Matt and Amy’s son. Zach Roloff he explained in a confessional to the producers later that year. “My parents are divorced, so yes.”

While the beginnings of their relationship are unclear, Amy claimed in her tell-all book: a bit of me, that Matt was involved with Caryn while the couple was still married. “Matt and our farm manager, who had been working for us for several years by then, seemed to have more than just a working relationship or friendship,” she wrote in 2019. “I saw messages, photos, and other things that shouldn’t have been. been shared between people who had just worked together and were still married to other people. I was devastated.”

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Matt apparently responded to his ex’s claims in 2019, saying: ‘You couldn’t be further away. [from] the truth” in a comment to a fan who accused him of cheating. Still co-owners of the farm until Matt bought out Amy’s share later that year, the exes had to maintain cordiality not only for their children but also for their multiple businesses. “The Matt and Caryn thing, it is what it is,” Amy admitted in a 2017 episode. “It’s a little awkward with someone who works on your farm, they’re an employee, but also a friend. It’s like the Twilight Zone. I’m still dealing with that fact.”

Though there’s been a lot of awkwardness between the exes along the way, Matt and Amy have put their past feelings aside and welcomed each other’s new family partners. Matt even helped out with Amy’s wedding to Chris by building a new barn just in time for the couple’s wedding.

As for Caryn and Matt, Matt has revealed his desire to take a knee. “Well that will come down the river I hope…”, he wrote on Instagram in 2020. “You never know what can happen next! For now @carynchandler1 and I are living a very happy and better life together…enjoying our children and my grandchildren. A wonderful season of life!” He proposed to Caryn in April 2023 and the couple plans to marry in 2024.

Scroll down to see Matt Roloff and Caryn Chander’s relationship timeline.

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