What Made Jenn’s Finale In “The Bachelorette” A Historic Game-changer?

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Bachelorette Season 21

Alert: The Bachelorette Season 21 has spoilers starting here. Fans of Bachelor Nation had one question after finding Jenn and Devin had split three months after the finale: why did Jenn and Devin break up on The Bachelorette Season 21, and what happened to cause their engagement to end? 

Reality Steve notes that 28-year-old Freight Company Owner Devin Strader from Rosenberg, Texas, won The Bachelorette Season 21 with Jenn Tran. Previously competing on The Bachelor Season 28 with Joey Graziadei, Jenn was eliminated in Week 7.) Second runner was Marcus Shoberg, 31, an Army Ranger Veteran from Cloaquet, Minnesota.

Jenn handed Devin her last rose during the season 21 finale of The Bachelorette, and the two were engaged. Based on the relationship statuses of Bachelor Nation's most recent three couples—Zach Shallcross and Kaity Bigger from The Bachelor Season 27; Charity Lawson and Dotun Olubeko from The Bachelorette Season 20; and Joey Graziadei and Kelsey Anderson from The Bachelor Season 28—there were great hopes Jenn and Devin would stay together after filming ended. Reality Steve's revelation that the pair had split before The Bachelorette Season 21's "After the Final Rose" ever aired destroyed their aspirations. Thus, what happened? 

Why did Jenn and Devin breakup on The Bachelorette Season 21?

Reality: Steve said that Jenn and Devin had called off their engagement and broke up the day The Bachelorette Season 21 finale aired on ABC. Jenn stated on The Bachelorette Season 21 "After the Final Rose" special that Devin was the one who broke up with her over a 15-minute phone conversation and that their split occurred between mid-August and September of 2024. Jenn and Devin therefore spent just over three months together after the conclusion of The Bachelorette Season 21 on May 16, 2024. 

Following The Bachelorette Season 21 finale, TikHub user @zacharyreality posted an alleged message he received from a source that Devin broke up his relationship with Jenn because he couldn't "handle the publicity" of winning. According to Jenn and Devin, their separation resulted from arguments about claims he had cheated on her. "Devin wins; they already broke up!""My best friend's coworker's kid was in the top four on the program and is close friends with Devin," the letter added, referring to Jeremy Simon, fourth-place finalist spotted with Devin in New York City ahead to the finale. " Jenn got multiple texts accusing him of cheating after he was seen with other women in Houston for White Linen Day. He couldn't take center stage, hence they got into a fight and broke up."

Devin also refuted Jenn's allegation that he broke up their relationship over a series of Instagram Stories subsequently deleted over the phone. He posted a sequence of alleged messages on his Instagram Story showing him trying to personally meet with her first. "So, initially why did you want to personally meet with me today?" Jenn apparently texted Devin, to which he responded, "I wanted to tell you everything in person because you deserved more than a phone call."

Devin said in yet another text, "I did not spring this on you, Jenn." You forced it out of me, but I meant to talk about this personally today. Naturally, this is not the way I intended to go about things. Not that you wanted to speak about it," Jenn remarked, "but the way you phrased it last night gave the sense that you had already made up your mind."

Devin also charged Jenn of trying to cut up their relationship earlier on. "You advised we part up on Friday of last week. You said it once more here Since I was wondering about our connection overall, I really gave it some thought. Knowing you aren't either, makes me unhappy right now too. I always fall short of your standards. I shared my doubts before, and at the last HC I was honest about where my heart was. Not sure what else to say, Jenn."

"You don't deserve this & I don't think I can [give] you what you deserve," he continued saying. Jenn countered: "I know that I said I wanted to break up and I was emotionally charged when I said that and I obviously didn't go through with that."

Devin had been involved in a lot of behind-the-scenes strife even before he separated from Jenn. Reality. Steve said in July 2024 that there was disagreement on night one of The Bachelorette Season 21 that was canceled off the show as it would "not sit well with a lot of the audience." The blogger said that the drama featured a "Truth or Dare" game when Devin was asked to name a conspiracy theory he thought to be true. He stated, apparently, "I believe 9/11 was an inside job."

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Realness Steve said Jenn was there when Devin responded, however the episode was omitted from The Bachelorette Season 21 most likely because Jenn selected Devin as her winner. Sam McKinney, a 27-year-old contractor from Myrtle Beach, South Carolina, who was sent home in Week 6 of Jenn's Bachelorette season, attempted to accuse The Bachelorette creators of unfairly editing him while presenting Devin positively in a since-deleted TikHub comment in July 2024 Most people felt that way, and rightfully so. That was precisely how I felt. Being seen in that manner was really discouraging. Eventually, perhaps, the truth will be out," Sam M. said in a since-deleted reply to fans who questioned his behavior on The Bachelorette Season 21. Then, "Oh and legally I'm not permitted to remark about it...and now I'm working on why."

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