Watch: Glen Powell and 'Landman' Actress Michelle Randolph Are Casually DatingGlen Powell and Michelle Randolph's rumored romance appears to be heating up. Weeks after first sparking romance rumors, the Running Man actor spent some post-Christmas time with the Landman actress in Miami. Glen, 37, and Michelle, 28, dined with nightlife impresario David Grutman and his wife Isabela Grutman at Papi Steakhouse before spending the night at the same hotel together Dec. 27 and then flying out of Miami together the following day Dec. 28.