Glen Powell and Michelle Randolph Spark Dating Rumors Again with Miami Outing Ahead of New Year’s Eve

Glen Powell and Michelle Randolph have been spotted spending time together in Miami, sparking dating rumors.

The actors, 37 and 28 respectively, were seen enjoying a dinner at Papi Steakhouse with David Grutman and his wife Isabela Grutman on December 27. Following the meal, the pair stayed at the same hotel and flew out together the next day, December 28.

The outing comes after multiple sightings of the rumored couple over the past few months. Earlier in December, they were photographed at an event for the film F1, smiling together for photos. In November, they were spotted line dancing in Austin, Texas, shortly after Randolph attended Saturday Night Live when Powell was hosting.

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

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

For their Miami trip, Randolph kept her look casual yet stylish in a white workout set with Gucci slides and a grey sweatshirt, while Powell opted for a simple white t-shirt and faded black pants, completing his look with a black cap and sunglasses.

Powell has generally stayed quiet about his dating life since his breakup with Gigi Paris in 2023. He previously told CBS Mornings in June that finding the right person would take effort and understanding. “I realize it’s going to take a very specific type of person to navigate this. It’s a lot,” he said.

He added, “So, to bring someone into that and to make them feel comfortable, make them feel seen, to make them feel loved… I’m not willing to have somebody sign up for that if they’re not ready for it.” Despite the caution, Powell emphasized he would make it work with the right person.

During their Miami outing, Powell was seen holding the car door open for Randolph, highlighting a chivalrous side during their day together.

Have something to add? Let us know in the comments!