Michelle Randolph, who plays Ainsley Norris on the mega-hit “Landman,” has explored a few different relationships on screen since joining the cast. She has also found time to explore finding love in real life even though she has a thriving acting career. We definitely like her though personal romances have been significantly less eventful than Ainsley’s romantic arc over the years. In fact, the actor seems to fully devote himself to his relationships. As of the time of writing, it appears to be with actor Glen Powell.
According to Peoplethe photogenic couple first sparked romance after an inquisitive fan filmed them getting pretty cute at a dance hall in Texas in November 2025. Powell’s mom was also in attendance, suggesting their relationship was indeed going somewhere. “He danced with both his mum and Michelle and the two already seem to be expert two-steppers,” a source told the paper. That said, neither party confirmed a romance at the time. Then, in March 2026, the actors were seen holding hands in public as June made them send the biggest hint yet that they’re dating: They were photographed kissing in New York City.
However, Randolph doesn’t seem too eager to open up their romance completely to the public. “I think for peace of mind that they are really important for me to keep separate,” she shared InStyle about her love life in January 2026. “How people perceive you in public is not who you are.” Of course, this isn’t Randolph’s first rodeo with a co-star.
Michelle Randolph dated Gregg Sulkin
Years before Michelle Randolph started dating Glen Powell, she was dating another famous actor: Gregg Sulkin. Although it is unclear when their courtship actually started, theirs public the relationship apparently started around October 2018, when Sulkin gushed over Randolph in a since-deleted Instagram snap. “Thank you for coming into my life and making it better. I love you,” he wrote (via Us Weekly). And while the next few years would produce significantly fewer public statements, it has been speculated that their relationship lasted into 2023. To this day, however, neither has addressed their relationship or split in a public forum. Interestingly, the gossip blogs don’t seem to have the tea either, so it’s likely that TMZ previously mentioned, they remained friends after the breakup.
Like Randolph, Sulkin has also set his sights on new love. According to TMZ, he began a romance with British model Freya Tidy in late 2024. From the sounds of things, their relationship was the real deal as Tidy had already packed up her life at home to bask in the California sunshine with her new beau. That said, the outlet also noted that neither star has formally confirmed their relationship either.
Regardless, Just Jared posted a photo of them hiking and engaging in light PDA in July 2025. Additionally, they have both appeared in several of each other’s photos on Instagram. At the time of writing, their latest lovey snap was uploaded to Sulkin’s page in June 2026.
