Who Is Jenn Tran’s Ex Matthew Rossi? (SPOILERS)

WARNING! THIS ARTICLE CONTAINS SPOILERS ABOUT THE BACHELORETTE SEASON 21!

The Bachelorette season 21 star Jenn Tran’s ex-boyfriend Matthew Rossi wants to join her cast in order to win her back, and there’s a lot to know about him and his past relationship with Jenn. Jenn, a 26-year-old physician assistant student originally from Hillsdale, New Jersey, but now living in Boston, Massachusetts, is making history on the show as the first-ever Asian American Bachelor franchise lead. Jenn got her start on Joey Graziadei’s Bachelor season, during which she made it to his Top 6 women before he said goodbye to her right before his hometown dates.

Now Jenn is continuing her journey to find her future husband on The Bachelorette season 21. She’s been forming strong connections with several of the men, but a surprise visit from one of her ex-boyfriends has turned her world upside down. Here’s what to know about Matthew, the man who wants to try to win Jenn back.

Related

20 Best Reality TV Shows Right Now

Reality TV is more popular than ever. With so many to choose from, here are some of the best reality TV shows to stream or watch right now.

Who Is Matthew Rossi?

Matthew Is A Digital Creator From Boston

According to Reality Steve, Jenn’s ex is Matthew Rossi. A visit to his Instagram page reveals that Matt is a digital creator from Boston. He has a beloved dachshund named Kirkland.

What Was Jenn & Matthew’s Relationship Like?

Matthew Broke Jenn’s Heart

In December 2023, before Joey’s Bachelor season aired, Jenn shared a TikTok video in which she explained how her ex-boyfriend, whom she nicknamed “Weiner Boy,” indirectly helped her to get into physician assistant school. “Weiner Boy” was later revealed to be Matthew.

Jenn explained that three years before, she’d moved to Boston right out of college and started dating Matthew. She nicknamed him “Weiner Boy” because of his dachshund. Jenn admitted that she was “completely head over heels in love with him” and wanted to marry him. However, three months later, he dumped her, and she was devastated because it was the first real relationship that she had after college. Jenn confessed that she felt like she had lost everything.

Jenn needed to get away, so her friend asked her if she wanted to go to Miami, Florida, and she agreed. She had a lot of fun there, and applied to physician assistant school there. She applied to ten schools, and she only got into the one in Miami. Jenn then said that, if Matthew hadn’t dumped her, she would never have gone to Miami and applied to school there, so she felt that “everything truly happens for a reason.”

Related

Who Did Jenn Tran Eliminate During The Bachelorette Season 21 Premiere?

The Bachelorette season 21 star Jenn Tran had to make some difficult decisions during her premiere. Here are the seven men to whom she said goodbye.

Matthew Explained Why He Broke Up With Jenn

Matthew Wasn’t Ready For A Relationship

In a February 2024 TikTok video, Matthew confirmed that he was “Weiner Boy,” and his ex went on The Bachelor. He told the story through Kirkland, pretending that the dog was talking. Matthew said that, when he was 24 years old, he was living in Boston with his three best friends. The COVID-19 pandemic had just ended, and he was single, so he went on the Hinge app, where he met Jenn.

Matthew admitted that he wasn’t ready for a relationship, but he and Jenn stayed friends. He then made Kirkland jokingly say that he was “using her for clout,” which was a great way to address critics who might say the same thing. Matthew ended the video by saying that Jenn should give him “another shot.”

What Is Matthew Rossi’s Instagram?

Matthew & Jenn Follow Each Other On Instagram

Matthew can be found on Instagram at @themattyrossi. He has many posts that feature his friends and family, and, of course, Kirkland. Jenn and Matt still follow each other on Instagram.

Matt shared an Instagram story about five minutes after The Bachelorette trailer aired that teased his arrival. It had a photograph of his dog looking skeptically at the camera, with the caption, “Can we change the channel?” Matt’s reaction seemed to reveal that he might be a bit embarrassed by his appearance on the show, even though his identity wasn’t revealed.

It’s going to be very interesting to see if Jenn allows Matthew to join The Bachelorette season 21. Matthew obviously realized that he’d made a big mistake when he broke up with Jenn, so he’ll surely be trying his best to win her back. Since she was once in love with him, and they’ve remained friends, it’s possible that she might want to give their relationship another chance. Jenn’s Bachelorette season 21 journey is about to get even more exciting.

Sources: Reality Steve, Jenn Tran/TikTok, Matthew Rossi/TikTok, Matthew Rossi/Instagram

The Bachelorette

The Bachelorette is a spinoff show of 2002’s The Bachelor. First premiering in 2003, The Bachelorette follows a woman who dates several men to try to find her one true love, eliminating one man each week. Mike Fleiss’ series has endured the test of time by lasting over 200 episodes and becoming one of ABC’s most popular reality TV shows.