Michelle Randolph’s Complete Dating History
THE RUNDOWN
- Landman actress Michelle Randolph keeps a largely private love life.
- She dated actor Gregg Sulkin for about five years before they quietly split sometime around 2023.
- Randolph recently sparked romantic rumors with Glen Powell, but she currently appears to be single.
Michelle Randolph has steadily built a name for herself in Hollywood, transitioning from modeling to acting while maintaining a careful approach to her personal life. The 28-year-old actress has been in only one public relationship since stepping into the spotlight, dating actor Gregg Sulkin for about five years. The 1923 actress has also been linked to Riverdale star KJ Apa and Anyone But You actor Glen Powell. Ahead, read up on Randolph’s dating history.
Gregg Sulkin
Randolph’s most public relationship to date was with Wizards of Waverly Place actor Gregg Sulkin. They confirmed their romance on Instagram in October 2018. “Thank you for coming into my life & making it better. I love you,” Sulkin wrote in a since-deleted photo of the pair, per Us Weekly.
They attended a handful of red carpet events together, including Vanity Fair’s Oscar party, the Teen Choice Awards in 2019, and the Producers Guild Awards in 2020. They also continued to share glimpses of their relationship on social media; in September 2022, Sulkin posted an Instagram tribute celebrating Randolph’s birthday, indicating that they were still together at the time. “You deserve the world and I am so excited to see what the next year brings for you. Happy birthday angel ❤️,” he wrote, according to Us Weekly.
By 2023, however, signs pointed to a quiet breakup: Photos of the two were removed from social media, though neither made public statements regarding the split.
KJ Apa
Gossip Instagram account DeuxMoi reported that Randolph and KJ Apa had been spending time together and were spotted in a Texas cafe—where the actress was reportedly filming Landman—in June 2025. But the two never confirmed a romance, and they both appear to be single.
Glen Powell
Randolph and Hit Man star Glen Powell sparked dating rumors in November 2025 after a college student posted a TikTok video of the pair at a dance hall in Austin, Texas. Powell, who’s from the city, was captured with his arms around Randolph as they danced in a crowd. His mom was reportedly with them as well.
A source told People that Randolph and Powell were “super cute together and looked quite happy!” They added, “He danced with both his mom and Michelle, and the two already seem to be two-stepping experts!” The Hollywood duo has not yet publicly confirmed their romance.