In a dramatic twist that has Bachelor Nation buzzing, Jenn Tran’s ex, Matty Rossi, made headlines with a jaw-dropping effort to rekindle their romance. On August 1, Matty, an insurance executive, documented his whirlwind journey to see Jenn on her current season of The Bachelorette.
Matty’s journey was nothing short of extraordinary. He traveled for over 24 hours and took three flights, spanning from Cartagena, Colombia, to Auckland, New Zealand. His video, shared on social media, captured his anxieties and excitement as he neared the end of his long trip. “I’m freaking out a little bit on the second flight to Chile,” Matty admitted. “I’m really worried now that I’m coming into this late and that Jenn may have already found someone – that everything that I’m doing right now is for nothing.”
During his trip, Matty brought Jenn an emerald bracelet from Colombia, adding a personal touch to his heartfelt gesture. He noted, “This is one of the most insane travel days I’ve ever done in my life. [I] skipped two weddings in Colombia to fly here, but hey, those are the things we do for love, right?”
Jenn, who is currently vying for love with 12 other contestants, was taken aback by Matty’s surprise appearance. Her reaction was captured on the latest episode of The Bachelorette, where she explained that while Matty is a former flame, he is not the toxic ex she has previously mentioned on the show. “Matt is not the toxic ex I’m referring to,” Jenn clarified. “We recently reconnected as friends — or so I thought.”
In her past TikTok videos, Jenn has referred to Matty as “wiener guy” due to his dog and expressed her deep feelings for him, saying she was once “head over heels” in love and wanted to marry him. Their relationship, marked by ups and downs, left Jenn heartbroken when Matty ended things.
The latest episode saw Matty confess his lingering love for Jenn and ask for a chance to be part of her journey on the show. The dramatic reappearance of Matty has added another layer of intrigue to an already intense season.
- Matty Rossi’s elaborate gesture highlights the lengths some contestants are willing to go for love, especially when dealing with public and emotional situations.
- Jenn Tran’s openness about her past relationships and her current journey on The Bachelorette continues to captivate viewers and stir conversations on social media.



