The much-anticipated reunion for Season 10 of Southern Charm debuted on Bravo on March 27, reigniting discussions around the complex relationship between Shep Rose and Sienna Evans. In this episode, Shep delved into how financial dynamics influenced their romance, recounting a pivotal moment when Sienna secured an investor for her innovative business idea.
“She went to a Forbes conference, and she had this great business idea. It was like, women’s health consulting online. And we were texting, FaceTiming, and she was like, ‘I found funding!’ Turns out the guy was a Denver Bronco,”he shared.
Shep humorously contrasted his own financial standing with that of Sienna’s investor, mentioning that while the investor possessed a high-limit “big black credit card, an Amex,”he only carried a standard Platinum Amex but boasted good SkyMiles. The episode, hosted by Andy Cohen, also revealed insights into Shep and Sienna’s breakup, their financial disputes, and a revealing text message Sienna sent to Shep prior to the reunion.
Understanding the Dynamics Between Shep Rose and Sienna Evans
Before their separation in the fall of 2024, Shep and Sienna experienced an on-and-off relationship, vividly depicted throughout Season 10 of Southern Charm. Tensions peaked during a group trip to the Bahamas and Sienna’s visit to Charleston, showcasing the fragile nature of their connection.
During the reunion, Andy Cohen confronted Shep regarding Whitney Sudler-Smith’s comments implying that Shep was neither “rich nor famous enough”for Sienna. Recalling a specific moment from their Bahamas trip, Shep conceded that there was merit to that critique.
“Honestly, we were on a boat in the Bahamas with her family and friends, and she was like, ‘I want you to buy me that house.’ I was like, ‘Uh, honey, I can’t afford that house,'”Shep recalled.
Shep further reminisced about Sienna’s excitement after the Forbes conference. They had been frequently texting and FaceTiming, and Sienna had informed him, “I found funding!” Shep elaborated, “Turns out the guy was a Denver Bronco,” adding that this mystery player possessed an exclusive American Express Centurion card.
A twist in the narrative emerged when Shep later learned from a friend that the investor had been moved to the practice squad. Madison LeCroy, another cast member, cheekily remarked, “And then they broke up,”hinting at Sienna’s reaction to this revelation.
Previously on the show, Shep mentioned Sienna’s request for a $10 million house in the Bahamas, highlighting that financial matters were consistently a source of strife in their relationship.
The Text Message Before the Reunion
As the reunion unfolded, Andy Cohen inquired whether Shep had maintained contact with Sienna since the airing of Season 10. His answer shocked the room.
“Yeah. She texted me the other day.”
Shep disclosed that Sienna expressed discontent regarding personal details he had shared about their relationship.
“She said, ‘You were sharing intimate details of our relationship.’ And she said, ‘I didn’t sign up for this.’ And I was like, ‘Yeah, you did.’
Molly O’Connell, another participant, humorously interjected, “Girl, yes you did,”while Rodrigo Reyes echoed this sentiment with a knowing gesture. Cohen then playfully suggested inviting Sienna onto the reunion stage, creating a moment of suspense among the cast before confirming he was merely joking.
According to Cohen, Shep and Sienna’s breakup resembled “a slow car crash that we all witnessed.”Reflecting on the relationship, Shep candidly admitted:
“I didn’t check all her boxes — one of which was making a ton of money.”
Their romantic entanglement culminated in separation in the fall of 2024, with viewers witnessing the gradual escalation of tension during the Bahamas escapade.
Fans can catch the second part of the Southern Charm Season 10 reunion on Bravo, airing on April 3 at 8 PM ET.