Landman Cast’s Dating History: Billy Bob Thornton, Demi Moore, More

The Landman cast has had more success in their dating lives than their fictional counterparts.

Paramount+’s hit series is inspired by the “Boomtown” podcast series. Landman, which premiered in 2024, is focused on the West Texas oil industry with a specific focus on crisis executive Tommy Norris (Billy Bob Thornton) and his family. The first two seasons follow Tommy as the corporate fixer working for an oil titan (Jon Hamm) before his boss’ shocking death.

In addition to the professional drama, the characters at the center of Taylor Sheridan‘s series found themselves entangled in romantic highs and lows. Off screen, meanwhile, the cast has found love as well.

Keep scrolling to learn more about the Landman cast and their respective love lives:

Billy Bob Thornton

Thornton was married four times before his high-profile romance with Angelina Jolie in 2003. After they divorced in 2003, Thornton found love with Connie Angland and they exchanged vows in 2014.

He has four children: daughter Amanda with his first wife, Melissa Lee Gatlin, sons William and Harry with ex-wife Pietra Dawn Cherniak, and daughter Bella with Angland.

Jon Hamm

Before getting married to wife Anna Osceola in 2023, Hamm was in a long-term relationship with actress and writer Jennifer Westfeldt.

Demi Moore

Moore was married to Bruce Willis from 1987 to 2000. The former couple share three daughters: Rumer, Scout, and Tallulah. In 2003, Moore started dating Ashton Kutcher and they remained together for a decade. Moore was later linked to chef Daniel Humm but they called it quits in 2022.

Andy Garcia

Garcia has been married to wife Marivi Lorido García since 1982 and they share four children.

Ali Larter

The actress started dating Hayes MacArthur after working together on National Lampoon’s Homo Erectus in 2006. They got married three years later and welcomed a son in 2010 and a daughter in 2015.

Michelle Randolph

Randolph has been linked to Glen Powell since late 2025. “They started seeing where things would go around October and have been trying to keep it under the radar for almost two months now,” a source exclusively told Us Weekly at the time.

Jacob Lofland

While Lofland’s character Cooper is in a committed relationship on the show, the actor has preferred not to share details about his dating history.

Paulina Chavez

Chavez has remained tight-lipped about her personal life.

Kayla Wallace

After meeting on the set of When Calls the Heart in 2020, Wallace started dating Kevin McGarry. They secretly tied the knot in 2024 and announced Wallace’s pregnancy one year later.

Mustafa Speaks

After several years of dating, Speaks exchanged vows with Michelle Mitchenor in 2018.

Sam Elliott

Elliott has been married to Katharine Ross since 1984. The couple share a daughter, Cleo.

Guy Burnet

The season 2 newcomer, who plays Charlie, has previously been linked to Monica Barbaro.