WARNING! THIS ARTICLE CONTAINS MAJOR SPOILERS ABOUT THE BACHELORETTE SEASON 21!
Summary
The Bacheloretteseason 21’sJeremy Simon has been building his connection with Jenn Tran, but will they get engaged at the end of the season? Jenn, a 26-year-old physician assistant student originally from Hillsdale, New Jersey, but currently living in Boston, Massachusetts, first stoleBachelorNation’s heart when she appeared as a contestant in Joey Graziadei’sBachelorseason. She made it to his Top 6 women, but he said goodbye to her right before his hometown dates. Jenn is now making history as the first-ever Asian AmericanBachelorfranchise lead, which means a lot to her because she wants positive Asian representation on television.
As Jenn continues her journey to find love duringThe Bacheloretteseason 21, she’ll be looking for her future husband. DuringThe Bacheloretteseason 21 premiere night, Jenn met her 25 suitors, includingJeremy, who impressed her by pulling up in a red sports car. However, during their one-on-one time in the car, Brian Autz stole the keys, and Jenn, away from him. Jeremy didn’t want to fight, so he maturely stepped away. The following week, Jeremy participated in the comedy roast group date. Later in the episode, he received a rose from Jenn at the rose ceremony. Jeremy is trying to win Jenn’s heart, but will he succeed?
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Who Is Jeremy Simon?
Jeremy Is A Real Estate Investor From New York
Jeremy is a 29-year-old real estate investor who currently lives in New York, but he’s originally from Fairfield, Connecticut. According to hisABCbio,Jeremy wants to find his forever love. He’s had some long-term relationships in the past, but lately he’s been unlucky in love. Jeremy loves hard, and enjoys coming up with creative ways to spend special date nights. He wants a lasting relationship, which includes great communication and sharing a good sense of humor. Jeremy shared that his love language is physical touch, so he hopes that his future wife is ready for a lot of kissing and cuddling.
In his spare time,Jeremy’s hobbies and interests include staying active and spending time with his family. He’s also a world traveler, and he even wants to live abroad in the future. Jeremy is Jewish. He said that the ideal way for his family to meet a woman he’s dating would be to invite her to their home for Passover seder.
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Do Jeremy & Jenn Get Engaged?
Jenn Doesn’t Choose Jeremy In The End
According toReality Steve,Jenn didn’t get engaged to Jeremy in the end, but he did make it all the way to her hometown dates because he was in her Top 4 men. In week 3 in Australia, Jeremy participated in a group date in which Jenn and the guys went racing on a professional track. This was shown in the previews for episode 3. During week 4, they traveled to Auckland, New Zealand, where Jeremy went on a rugby-themed group date. Reality Steve wasn’t sure what the week 5 group date entailed, but Jeremy was part of it.
In week 6, Jenn finally gave Jeremy a one-on-one datein Seattle, Washington.Jenn and Jeremy went to the famous Pike’s Place Market, and participated in fish throwing, which is a popular tradition there.Reality Steveshared a photograph from the date on X.The Bacheloretteseason 21 week 7 featured Jenn’s hometown dates. Jenn chose to travel to the hometowns and meet the families of four men, and Jeremy was one of them.
Jeremy’s hometown date was filmed on June 20, 2025, in Connecticut, where he’s originally from. Reality Steve didn’t share any details about what Jenn and Jeremy did on the date. However, it apparently was this date that made Jenn decide that Jeremy wasn’t her person. Unfortunately, Jeremy didn’t make it to Jenn’s overnight Fantasy Suite dates in Hawaii. She eliminated him at the rose ceremony that week. However, Jeremy and Jenn must’ve gotten pretty close duringThe Bacheloretteseason 21 if she chose to meet his family during a hometown date.
Jenn and Jeremy’s relationship has been off to a slower start than some of the other men, so it’ll be exciting to see their connection grow as the weeks go by. It’ll also be heartbreaking to see what went wrong in their relationship because Jeremy seems to be a great guy. The way he handled the confrontation with Brian was very mature, which is important on a drama-filled show likeThe Bachelorette.He was also a good sport during the comedy roast.Perhaps Jeremy can continue his journey to find love onBachelor in Paradiseor in a future season ofThe Bachelor.
The Bachelorette
Cast
The Bacheloretteis a spinoff show of 2002’sThe Bachelor. First premiering in 2003,The Bachelorettefollows a woman who dates several men to attempt 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.
