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Josh Weinstein recently introduced Jenn Potthast as his new girlfriend on 90 Day: The Last Resort season 2 Tell All, and I’m now certain they will return for another spin-off. Josh was initially introduced as Natalie Mordovtseva’s boyfriend on 90 Day: The Single Life. The couple met at a modeling event and began dating. Even though they were together for three years, Josh and Natalie never appeared to be a compatible couple to me. While Natalie desired marriage and a family, Josh seemed disinterested in forming a serious, committed relationship with her.
In December 2024, Josh and Natalie joined 90 Day: The Last Resort season 2 to seek therapy and determine their future together. I wasn’t surprised when therapy helped them realize that they weren’t meant to be. Josh ended the relationship with Natalie, and she felt relieved that their on-again, off-again relationship had finally come to an end. During 90 Day: The Last Resort season 2 Tell All, Josh revealed that he had moved on from Natalie and introduced Jenn, the sister of Elizabeth Potthast, as his new romantic interest.
Josh Loves The Limelight
Josh Dreams Of Being The Centre Of Attention
During her brief appearance on Tell All, Jenn talked about her budding romance with Josh and mentioned that she was very happy with him. The fact that Jenn appeared on Tell All suggests that she enjoys being on camera and isn’t interested in keeping her relationship with Josh private.

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She is confident in front of cameras and probably wants to document her story with Josh on a spin-off. Josh also enjoys being in the spotlight, as evidenced by his hesitation to end his relationship with Natalie despite his lack of interest in her.
Jenn Has A Storyline Outside Of Her Sister Elizabeth
Jenn & Josh Might Have An Intriguing Storyline
Jenn had previously only appeared as a supporting cast member in her sister Elizabeth’s storyline with Andrei Castravet. However, I’m convinced that she may now be prepared to return to the franchise as a main cast member with Josh. She now has her own love story with Josh, which will lead them to appear in a 90 Day Fiancé spin-off. Josh has already been in four seasons with the franchise and has yet to find his happily ever after. I believe the network may give him a chance to return for another season, this time with Jenn.
Even Though Their Both From The U.S., Josh & Jenn Will Find A Way To Reappear
Josh & Jenn Might Be Facing Some Challenges
Previously, several American couples have managed to appear on TV due to their dramatic relationships.
Liz Woods and Big Ed Brown, both Americans, were able to share their love story through the 90 Day Fiancé franchise. I believe Jenn and Josh may also find a way to return to the show in some capacity. While their relationship seems free of drama so far, there are probably challenges they would like to showcase on the show. I’m impressed that the 90 Day: The Last Resort season 2 alum has likely found a way to be on TV without Natalie.
90 Day: The Last Resort airs Mondays at 8 p.m. EDT on TLC.
Source: Josh Weinstein/Instagram
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