Craig Conover, the charismatic and driven 'Southern Charm' star, is stepping into a new chapter following his breakup with Paige DeSorbo. As one of reality TV’s most sought-after bachelors, fans are eagerly speculating about who might win his heart next.
Craig Conover, the ever-charming and ambitious Southern Charm star, has been through his fair share of ups and downs, especially with his recent breakup from Paige DeSorbo. Their three-year relationship was one of the most talked-about romances in the Bravo Universe, and fans were shocked when the two called it quits. While Conover has been open about the emotional toll of the breakup, he has also made it clear that he’s ready to move forward and embrace new possibilities.
Now that Conover is embarking on a new chapter – fans are buzzing about who could be the perfect match for the self-proclaimed King of Charleston. With his mix of Southern charm, entrepreneurial spirit, and fun-loving personality, Conover is one of the most eligible bachelors in the reality TV world. But who could truly complement him in a meaningful way?
Would he be better suited for another Southern Charm cast member, someone who understands the unique social landscape of Charleston? Or would a fresh start with a fellow Bravo-lebrity from Vanderpump Rules bring new energy into his life? Maybe the best match for Conover is someone entirely outside the Bravo bubble — perhaps a star from another reality franchise or even a successful businesswoman who shares his drive and ambition.
The potential for an exciting new couple is endless, and fans are eager to see who might win Conover's heart next. So, let’s dive into who we think could make an excellent match for him — starting with an old fling, and then breaking down other contenders. Will one of these women be the next great love of Craig’s life? Let’s find out.
Craig Conover and Naomie Olindo's relationship has been a significant storyline on Southern Charm, marked by both passionate highs and challenging lows. Their journey together offers insight into their personal growth and the complexities of maintaining a public relationship. They first met at the College of Charleston and began dating in 2015, quickly becoming one of the show’s central couples. Their connection was evident, but as time went on, fundamental differences in their ambitions and lifestyles led to mounting tension. Conover's struggles with commitment and career direction became a major source of conflict, with Olindo growing frustrated over what she perceived as his lack of motivation. By 2017, their differences became too much to ignore, and they officially called it quits. Their breakup played out on-screen, with emotional moments that highlighted both their love for each other and their incompatibilities at the time. Despite the split, the two continued to cross paths in Charleston’s social scene, and there remained a lingering chemistry between them. While Olindo moved on to a long-term relationship with Metul Shah, her return to Southern Charm after their breakup in 2021 reignited speculation about whether she and Conover could reconnect. The two even admitted to briefly rekindling their romance before Conover's relationship with DeSorbo became serious.
Though their love story had its share of challenges, they continue to share mutual respect and admiration. Both have built successful businesses — Olindo with her fashion brand, L’Abeye, and Conover with Sewing Down South — showing that they have grown individually since their split. Their deep history, along with their ability to understand the pressures of life in the public eye, keeps fans wondering if a rekindling is ever truly off the table. Now that Conover is single again following his split from DeSorbo, many Southern Charm viewers have begun speculating that Olindo and Conover could find their way back to each other. Their undeniable chemistry, shared love for Charleston, and mutual support for each other’s ambitions make them a natural fit. While neither has publicly hinted at a reunion, their past proves that there’s always a possibility of old flames reigniting. Fans will undoubtedly be watching closely to see if their story picks up another chapter.
Kristin Cavallari’s reality TV journey, from Laguna Beach to The Hills and beyond, has made her a familiar face in the entertainment world. Like Conover, Cavallari is someone who’s built a successful career outside of her reality TV persona, thanks to her lifestyle brand Uncommon James. After her public divorce from Jay Cutler, Cavallari has focused on her business and personal growth, making her a highly independent and self-sufficient woman. Conover and Cavallari have never crossed paths on TV, but their shared background as reality stars, as well as their entrepreneurial ventures, make them an intriguing match. Conover, with his Southern charm and business drive, could find Cavallari's strength and resilience deeply attractive. Her pragmatic, no-nonsense attitude would complement Conover's more easygoing nature, while her wit would provide a great balance to his humor. As both are navigating post-relationship growth, there’s a real potential for them to build a relationship rooted in mutual respect and shared ambitions.
Tayshia Adams' journey on The Bachelorette captured the hearts of fans due to her sincerity and ability to balance love and personal growth. Adams has since transitioned to a career as a wellness advocate and podcast host, diving deep into topics surrounding mental health and self-care. She and Conover would share a deep understanding of how challenging it is to be in the public eye, with both facing their own relationship struggles. Conover's laid-back, witty persona would mesh with Adams' calm, grounded energy. Her ability to find clarity in difficult situations would complement Conover's more relaxed approach to life. Both are driven and have entrepreneurial spirits – Adams with her podcast and Conover with his growing business — making them a dynamic duo. Their shared interests in self-improvement and understanding of public scrutiny could create a strong, supportive bond.
4. Ella Langley
Ella Langley, one of country music’s rising stars, could be an exciting match for Craig Conover. The Alabama-born singer-songwriter has been making waves in the industry with her raw, authentic sound and independent spirit. She’s a woman who knows what she wants, much like Conover, whose entrepreneurial drive has made him a powerhouse in the Southern Charm universe. Ella has been linked to fellow country star Riley Green in the past, but as one of the most coveted rising talents in country music, she’s currently single and focused on her career. Given Conover's past connection to country stars — like Kelsea Ballerini showing interest in him before — he clearly has a certain appeal in the country scene. Ella’s Southern roots and no-nonsense attitude would match well with Conover's laid-back charm, and their shared love for business and creativity could make them a power couple in their own right. Whether they’re bonding over their Southern upbringings, supporting each other’s ambitions, or simply having fun, their energy together could be something special.
Rachael Kirkconnell’s rise to fame came as the winner of The Bachelor, but it’s her post-show journey that has truly captured the public’s attention. After navigating the drama of the Bachelor franchise, Kirkconnell has grown into an influencer and advocate for body positivity and mental health. Her kind, introspective nature would pair well with Conover's creativity and humor. Both have experienced the ups and downs of public relationships, and their shared understanding of what it’s like to date under the public eye could create a strong foundation for a connection. Kirkconnell’s ability to be authentic and vulnerable would align well with Conover's open, genuine nature. Together, they could form a relationship that encourages growth, understanding, and mutual support.
6. Mimii Tafara
Mimii from the 2024 season of Love Island and Craig Conover could make an interesting match, blending their shared experience in the spotlight with complementary personalities. Mimii, a 24-year-old makeup artist from Liverpool, has a vibrant and outgoing presence, which would pair well with Conover's more laid-back, humorous nature. Both are used to being in the public eye and navigating the pressures of reality TV, which would allow them to understand each other's unique challenges. Mimii's comfort with attention and her established career in the beauty and entertainment industries would resonate with Conover's entrepreneurial journey, especially with his growing business, Sewing Down South. Furthermore, their mutual interest in business and personal growth could provide a strong foundation for a dynamic connection. Mimii's energetic personality might offer a refreshing balance to Conover's more relaxed demeanor, while his wit and creativity could bring a sense of stability and humor to her life. With both having had experience in the dating world under public scrutiny, they could form a partnership based on mutual understanding, creativity, and shared ambitions. While this potential match is speculative, their shared backgrounds and complementary traits make them an intriguing pairing.
7. Remi Bader
Remi Bader and Craig Conover could make for an intriguing match, blending their larger-than-life personalities with a shared entrepreneurial spirit. Remi, a curve model and social media star, has built a massive following through her candid and humorous take on fashion, while Conover has made a name for himself as a reality TV favorite and the founder of Sewing Down South. Both have experienced the highs and lows of public relationships — Bader navigating a difficult breakup in 2023 and Conover coming off his high-profile split from DeSorbo —meaning they would understand the complexities of dating in the spotlight. Their chemistry could be rooted in their ability to balance ambition with fun, as both exude confidence and aren’t afraid to poke fun at themselves. With Craig's Southern charm and Bader's New York energy, they’d make an unexpected yet dynamic duo, proving that opposites really can attract in all the right ways.
Recent rumors suggest a budding relationship between Southern Charm stars Craig Conover and Salley Carson. Reality Tea stated that the speculation began when the two were reportedly seen dining together at Nobu in New York City on February 9, 2025, following Conover's appearance on Watch What Happens Live. Both Conover and Carson are navigating recent breakups. Conover ended his three-year relationship with DeSorbo in late 2024, a split he described as not mutual, implying DeSorbo initiated the separation. Carson, on the other hand, confirmed her split from Andrew Dietz weeks before the rumored dinner with Conover. Their shared experiences in Charleston's vibrant social scene and recent single status have fueled fan speculation about their potential chemistry. Carson, a newcomer in Season 10 of Southern Charm, is known for her dynamic presence as a robotics technician by day and a socialite by night.
Carson is relatively new to the public spotlight, but she’s quickly gained attention for her style, grace, and rumored connection with Conover. Though details of their rumored interactions remain under wraps, fans have speculated about their chemistry, especially given their shared ties to Charleston. As an influencer and a rising star in the social media world, Carson is no stranger to navigating the challenges of public life.
Stuhlmann, a prominent tennis influencer and content creator, has gained widespread recognition for her engaging social media presence, amassing over 310,000 followers on Instagram. A former collegiate tennis player at the University of Missouri, Stuhlmann competed at the No. 3 singles position during her senior season. Beyond her athletic background, she has carved out a successful career as a tennis influencer and media manager for the platform Top Court, where she writes blog posts and contributes to the sport’s digital culture. Currently single, Stuhlmann has expressed a desire to meet someone who shares her passion for sports and fitness. Her active, outgoing personality and entrepreneurial spirit could make her a great match for Conover, whose own business reflects a similar drive. With both individuals passionate about promoting sports culture and maintaining dynamic, public careers, they could have a strong foundation for mutual understanding and potentially even collaboration. Though there is no public record of direct interaction between them, their shared interests make the possibility intriguing.
10. Kathryn Dennis
Kathryn Dennis and Craig Conover have a complex history, marked by moments of connection and distance on Southern Charm. Early in the series, their interactions were playful and often flirtatious, with fans noting undeniable chemistry between them. However, their relationship never evolved into something romantic at that time. Dennis' personal life, which has been filled with ups and downs, including her high-profile relationship with Thomas Ravenel and brief flings with co-stars like Shep Rose and Whitney Sudler-Smith, has been highly publicized. In contrast, Craig's relationships, including a long-term one with Naomie Olindo, have also played out on television. Both have faced their own challenges in the public eye — Dennis focusing on her children and entrepreneurial pursuits, and Conover building his business while recently going through a breakup with DeSorbo. Despite their past and current separate journeys, Dennis and Conover shared understanding of the pressures of reality TV and their mutual growth could create the foundation for a renewed connection. While it remains uncertain if they will rekindle anything romantic, the shared history, background in Charleston, and mutual support for each other's personal growth make them an interesting match, should they both be open to it.
Photo Credit: caconover on Instagram.
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