Watching the two raise their four kids -- Jeremy, Zach, Molly and Jacob -- and work on the family farm, many thought the two were soulmates.
Today, everyone in the family has moved on. Jeremy and his wife Audrey Roloff just welcomed their first child, Ember, in September, Zach and his wife Tori Roloff are celebrating son Jackson's 6-month anniversary, and son Jacob is reuniting with his family after years of estrangement.
Matt's relationship status has changed as well, as he continues to date girlfriend Caryn Chandler.
But who is the main lady in Matt's life? Keep scrolling to learn more.
Chandler and Matt knew each other quite well before they started dating.
Before the two hooked up, Chandler worked as the farm manager at the Roloff Family Farm, where the family has lived and worked since the beginning of their TLC show.
Chandler worked at the farm since at least 2011, while Amy and Matt separated in 2014.
Because she's been working with the family for so long, she actually appears in several episodes of the TLC show.
When Chandler and Matt started dating, Amy initially had a hard time accepting the relationship.
When Chandler showed up to Zach and Tori's gender reveal party during an episode of Little People, Big World, Amy confessed she was having a hard time being around her former employee.
“Seeing Caryn here threw me for a loop more than I would have liked. I think coming here to this particular event is an intimate family thing… It just throws a whole different dynamic to my life here on the farm," she said.
Since then, Amy has moved on herself, growing serious with boyfriend Chis Marek. So while some lingering animosity might exist, it's likely she feels a bit better about her ex finding someone else.
It’s been awhile since I’ve had such a wonderful Thanksgiving weekend! All my kids were here, Chris, friends grandkids... from a bountiful dinner to everyone helping me cut down my tree. I have much to be thankful for. Sorry for all the pics- I just couldn’t pick one there were so many 😊. I hope you had a blessed Thanksgiving too. I’m ready to welcome in Christmas! #amyssecondact #thanksgivingweekend #readyforchristmas #imverythankful #blessed
Son Zach hasn't exactly been thrilled with his father's relationship in the past.
“Caryn’s part of the Roloff Farm operation,” he explained on an episode of Little People, Big World. “As far as their relationship goes, I don’t have anything to say about it. My parents are divorced, so yeah.”
Since then, Zach appears to have formed a closer bond with his father, hanging out around the farm together often with his son Jackson and wife Tori.
Part of what brought Matt and Chandler together was their similarities, Matt has revealed.
“We enjoy the same sort of social settings, and company and friendship,” he said in an episode of Little People, Big World. “Amy and I didn’t have that. It’s different. This is a really neat person that’s full of life and I think she’s cute.”
The two spent Thanksgiving together this year, but did not have a joint celebration with Amy and the rest of the family.
Regardless, the two appear to be going strong.
I want to stop and take some time out to wish you all a Happy Holiday season . No matter where you are, I hope you appreciate the little things and special time with your loved ones. Caryn gave me the okay to post this photo we have from dinner last night here in Arizona.. I’ve had a great few days here full of sunshine and R&R but I sure can’t wait to see those grand babies of mine tomorrow. Love Love to You All !
"I want to stop and take some time out to wish you all a Happy Holiday season," Matt wrote in a holiday message accompanying a photo of him and his girlfriend. "No matter where you are, I hope you appreciate the little things and special time with your loved ones."