I think I have guessed who90 Day: The Last ResortstarJosh Weinstein is dating after his breakupwith Natalie Mordovtseva.Josh is known as Natalie’s boyfriendin the franchise, but the pair finally parted ways on the spin-off.Natalie had come to the U.S.on a K-1 visa from Ukraine to marry Mike Youngquist. However, Natalie was not happy with her marriage and dumped Mike for greener pastures. With a dream of becoming a model and actress in Hollywood, Natalie started dating Josh, the CEO of a modeling agency in California.

Josh did not treat Natalie like a girlfriend at all. Her biggest gripe was that Josh was not even taking her to see his house in Arizona. Natalie also relied on Josh for financial help. When she realized Josh was not going to give her something she really wanted – a baby – she even asked Mike to take her back. However, I supposeJosh and Natalie were involved for about three yearsand did part ways onThe Last Resortseason 2after several arguments and misunderstandings.

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What Josh Revealed About His New Girlfriend After Natalie

Josh’s Shocking Confession About His Dating Life

Josh appeared on “The Sarah Fraser Show” podcast, where he confirmed his split with Natalie. I like how Josh added that he was still friends with Natalie andthat he still cared for her“a lot”despite the wild ride that their relationship had been. Josh also mentioned that Natalie was dependent on him and considered him her “person to call.” Natalie didn’t have anyone else to turn to during her time of need, and Josh ended up thinking, “Who’s going to be there for her?”if not for him. Josh admitted that this strung their relationship along “a little bit.”

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Meanwhile, during the same interview, Josh also seemingly revealed he was in a new relationship. Josh did not mention who the woman was, but he said he was dating someone from the90 Day Fiancéuniverse.Fans like you and me now had a new mystery to solveand thus came out theories about who Josh’s new girlfriend could be. Josh was linked to newly single cast members such as Vanja Grbic, Kara Rojer, etc., but one name that was brought up often was Jenn Potthast.

image of 90 Day Fiance’s Natalie Mordovtseva & Josh Weinstein with hearts at the Tell -All

Josh Has Been Linked To Libby Potthast’s Sister, Jenn

Josh & Jenn’s Dating Rumors Explained

90 Day Fiancéfans know Jenn as Elizabeth Potthast’s sister. Josh was first spotted with Jenn (viatherealitytvmess) in February 2023. It could have been when Josh and Natalie were on a break in their on-and-off relationship. The video was filmed by Josh at a restaurant where he and Jenn were accompanied by their friends for dinner. Josh flipped the camera to face him and Jenn and raised his drink to the camera asshe gently rested her head on his shoulder.Moreover, Jenn also fueled rumors that she was Josh’s new partner.

90dayfiance_alexaposted a screenshot of Jenn’s Instagram Q&A where the reality TV star was asked if the network had ever been interested in her filming a show like90 Day: The Single Life. Jenn replied, “They have not. Is that something you guys would want to see? Idk, I think just stay tuned perhaps…. Lol.” Her response came across as cryptic to me and suggested she had a new man in her life, who was probably Josh. It looked possible since Josh and Jenn had known each other since before his90DFdebut.

90 Day the Last Resort Series Poster-1

Josh Was Spotted With His New Girlfriend In Public

Josh’s New Girlfriend’s First Photos Revealed

In March 2025,Shabootyshared photos of Josh at the Las Vegas airport as he was heading to Phoenix. The90 Day Fiancéblogger mentioned that Josh was accompanied by a mystery woman, apparently a new girlfriend. Josh was flying with American Airlines in “Group 1,” which could indicate a first-class seat. The woman with Josh also had a small dog in tow. She was blonde and had her hair tied in pigtails. However,the woman’s face was not visiblein any of the photos, and I couldn’t figure out who it was.

“Yep, it’s his new girlfriend!”

Sarah Fraser, who recently had Josh as a guest on her podcast, “The Sarah Fraser Show,” dropped an unexpected comment for90 Day Fiancéfans. She confirmed that the woman in the photos was indeed Josh’s new girlfriend. According to Sarah, Josh had mentioned his new relationship on her podcast, and the woman wasgoing to make an appearance on the upcoming Tell All episodes, suggesting that Josh will introduce her during the90 Day: The Last Resortseason 2 Tell All.

I Think Josh Is Dating A Crew Member From The Last Resort Set

I Don’t Think It Is Jenn At All

Sarah’s claims were confirmed when90 Day Fiancéposted a preview for the upcomingThe Last ResortTell All. In the video, host Shawn Robinson directed a question to Josh while filming, asking if he had started seeing anyone else. Josh responded, “Well, you know, I do like someone. A lot. We’ve been spending a lot of time together,” as Natalie looked on, clearly displeased. Shawn then told the cameras that they had “actually” extended an invitation to the new woman Josh has been seeing for the Tell All.

“Some of you might recognize her already,” she added, alarming the rest of the cast members.

I have a strong feeling that the woman in question is not Jenn but someone from the behind-the-scenes team at90 Day: The Last Resort. It could be a crew member that Josh fell for and not someone from the cast. Since Sean told the cast that they would recognize her, it may have been someone who worked with them when they were assembled at the Arizona resort to film the spin-off.Still, my guess could be wrong, and Josh’s girlfriend could be Jenn, but for now, I feel the show wants to keep fans on their toes, guessing her identity.

90 Day: The Last Resortairs Mondays at 9 p.m. EDT on TLC.