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American Focus > Blog > Celebrities > Matt Roloff & Caryn Chandler’s Relationship Timeline Revealed
Celebrities

Matt Roloff & Caryn Chandler’s Relationship Timeline Revealed

Last updated: July 31, 2025 6:45 pm
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Matt Roloff & Caryn Chandler’s Relationship Timeline Revealed
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Matt Roloff and Caryn Chandler: A Timeline of Their Relationship

Matt Roloff, known for his role on the popular reality show Little People, Big World, found love again after his divorce from Amy Roloff. His relationship with Caryn Chandler has been a significant part of his life in recent years, with their story evolving from friendship to romance.

Matt and Amy Roloff were married for nearly three decades before their divorce was finalized in 2016. The former couple shares four children together: twins Jeremy and Zach, daughter Molly, and son Jacob.

Following his divorce, Matt began working closely with Caryn Chandler, who had been the farm manager at Roloff Farms for several years. Their professional relationship eventually turned into something more, and in March 2017, they officially confirmed their romantic involvement.

During an episode of the TLC series, Matt opened up about his relationship with Caryn, stating, “Caryn’s been the farm manager on Roloff Farms for a number of years, and we have a great working relationship. And we are officially dating. I had to do a lot of soul-searching and think about what I really wanted in life. Caryn offers me great companionship, and I think Caryn and I enjoy the same sort of social settings. We enjoy each other’s company and friendship, and companionship.”

He went on to express that Caryn brought a new level of joy and companionship into his life, emphasizing that they share a special connection that he may not have had with Amy. Matt described Caryn as “full of life” and noted that they have a strong bond based on mutual interests and values.

See also  Meghan Markle 'Set to Give Henpecked Husband Harry The Chop'
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