Who Is Caryn Chandler? 8 Awkward Details About Matt Roloff's Girlfriend, Including His Cheating Rumors

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caryn chandler matt roloff
Entertainment And News

Details about the assistant-turned-girlfriend of Matt Roloff.

Before we dive into who is Caryn Chandler, Matt Roloff's girlfriend, let's look into the history of Little People Big World first:

TLC's hit show Little People Big World has always delivered a lot of emotional moments in its seventeen (!!!) seasons. The show is centered around the six members of the Roloff family and their lives near Portland, Oregon. Matt Roloff, Amy Roloff, and their kids have become fan favorites and the show has been through some ups and downs but persevered and remained one of TLC's popular most popular shows. 


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Fans were appropriately stunned when the shows patriarch and matriarch, Matt and Amy Roloff announced they were getting divorced. There was a lot of speculation as to the 'why?' behind the divorce, including rumors that Matt Roloff cheated on Amy Roloff with Caryn Chander, who was an assistant on the Roloff family farm at the time. 

Matt and Amy's divorce was finalized in May 2016 and both Matt and Amy began new relationships not long after. Amy's new boyfriend Chris Marek and Matt's new girlfriend, Caryn Chandler, were heavily featured on last season and the current season of Little People Big World.

Thus far, fans have had mixed emotions about Matt and Amy's new relationships, especially with Caryn Chandler. The reception to the new woman in Matt's wife has been a bit icy  but the couple hasn't seemed to engage or comment on any of the negativity surrounding them.

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So, who is Caryn Chandler? Let's investigate...

1. She's worked on the Roloff's family farm for over a decade. 

Yup, you heard that right. Caryn has worked for the Roloffs pumpkin farm for over ten years, side by side with Matt, Amy, and the kids for quite some time. First, she was a manager and then became Matt's personal assistant. When questioned about the working relationship on an episode of LPBW, Matt stated that, “Caryn is instrumental in running pumpkin season, she’s run it for 10 years. She tries to get Amy as involved as she can. There was awkwardness a little bit, but we’re all kind of finding our way."

She's also the person behind the iPhone video of Matt's most recent Instagram video:

A post shared by Matt Roloff (@mattroloff) on Apr 10, 2018 at 4:33pm PDT

2. She had a nasty divorce with her ex-husband.

During their divorce proceedings, Caryn and her ex, Joseph Chandler, often fought about her job at the farm and he even forbid her from ever bringing their fourteen-year-old son to the farm. Oregon court documents show he is also adamant his kids never appear on Little People Big World.

3. She got a tattoo in honor of Matt.

Caryn was spotted with a tattoo on her ankle with the letter "R" over the word "really". Hmm ... is the "R" for Roloff? The timing is a bit suspicious, and she has been sporting the tattoo proudly. Nothing has been confirmed by Chandler but fans have not been too receptive of her or her ink, with some even calling the tattoo "tacky". 

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4. She gets along with Matt and Amy's kids.

There hasn't been too much drama with Caryn and the kids, especially because she's known them for so long because of her role on the farm. The kids have all stated they want both of their parents to be happy no matter what. However, Zack Roloff admitted the relationship with his dad's new girlfriend is a bit awkward, especially since she was formerly an employee. Understandable.

A post shared by Matt Roloff (@mattroloff) on Mar 10, 2018 at 2:53pm PST

5. She appeared on Little People Big World way before becoming Matt's girlfriend.

Plot twist! Before Matt and Caryn started dating, she was featured on the show as an employee of the farm — not a big role but still large enough to have fans recognize her. Can you sense any tension in any of the old episodes? 

6. Fans have called her a "gold digger."

It's no secret fans of the show do not feel all warm and fuzzy toward Matt's new ladyfriend. Seeing her start off as a manager, then assistant, and now apart of the family's inner circle has rubbed some devotees of the show the wrong way. She's been accused on Instagram of being a "gold digger," who's only interested in Matt for his money. Matt, likewise, has been accused of "robbing the cradle,' even though Caryn is only seven years younger than him. 

A post shared by Matt Roloff (@mattroloff) on Dec 25, 2017 at 7:44pm PST

7. She's actively involved with family activities. 

As you can see on the show, Caryn has been invited to a few Roloff family functions, including Audrey's gender reveal party and baby shower. Matt's kids seem to welcome her but the encounters between Caryn and Amy (Matt's ex) are definitely still awkward — you can almost see the tension on the TV screen! 

Amy claims she's still uncomfortable with Caryn being around (because Matt cheated?) especially because she's a former employee of Amy and Matt's. Amy also expressed her concern that Caryn is having an easier time fitting in with the family than her current boyfriend because of the longtime history she has with the family. Caryn also organized a birthday party for Matt and some sources say Amy felt "snubbed out" from the festivities while there. Ouch. 

8. Some fans claim Matt and Caryn are secretly engaged. 

Matt made a cryptic comment that left some fans wondering about a possible engagement announcement. So far nothing's been confirmed but wedding speculation is rampant. Guess we'll have to wait and see — could be a good plot point for Little People, Big World season 19! 

A post shared by Matt Roloff (@mattroloff) on Nov 26, 2017 at 12:57pm PST

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Molly Given is a writer living in Philadelphia and lover of all things to do with mystery and magic in life. When she’s not writing her fingers off she can be found planning her next adventure in a new part of the world.