Glen Powell and Michelle Randolph Turn Heads in Miami Ahead of New Year’s Eve Amid Dating Reports

Glen Powell and Michelle Randolph were spotted enjoying some quality time together in Miami over the weekend, sparking dating rumors once again.

The 37-year-old actor, known for his role as Chad Powers, and the 28-year-old Landman actress were seen leaving Papi Steakhouse after dining with nightlife mogul David Grutman and his wife, Isabela Grutman, on December 27. The pair then stayed at the same hotel that night and flew out of Miami together the following day.

Glen Powell and Michelle Randolph in Miami. pic.twitter.com/uwaHQRWNK7

— best of glen powell (@gpowelldaily) December 29, 2025

Michelle opted for a sporty yet chic look, wearing a white two-piece workout set with matching Gucci slides and a gray sweatshirt draped over her shoulders. Glen kept things simple in faded black pants, a white T-shirt, and accessorized with a black baseball cap and sunglasses.

The two have been seen together multiple times in recent months. They attended an event for the film F1 earlier this month, where they posed for photos together. In November, they were spotted line dancing in Austin, Texas, shortly after Michelle attended Saturday Night Live while Glen was hosting the show.

Although Glen has not publicly confirmed his relationship status following his 2023 split from Gigi Paris, he has shared his thoughts about dating in interviews. On CBS Mornings in June, he said, “I realize it’s going to take a very specific type of person to navigate this. It’s a lot.”

He continued, “So, to bring someone into that and to make them feel comfortable, make them feel seen, to make them feel loved, when a lot of the elements around that can really eat at someone’s self-confidence or worth or any of that stuff, I’m not willing to have somebody sign up for that if they’re not ready for it.” Glen added that he would make it work with “the right person.”

During their Miami trip, Glen was seen holding the car door open for Michelle as they headed out on December 28, showing a sweet and chivalrous side to their rumored romance.

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