Who is Josh Flagg Dating Now? Past Relationships, Current Relationship Status, Rumours, and Facts


Josh Flagg is a prominent real estate agent and television personality, best known for his appearance on the Bravo reality series Million Dollar Listing Los Angeles. With his success in the real estate industry, Josh has also made headlines for his personal life. In this article, we will explore who Josh Flagg is dating now, his past relationships, current relationship status, rumours, and some interesting facts about him.


Who is Josh Flagg Dating Now?

As of 2023, Josh Flagg is happily married to his longtime partner, Bobby Boyd. The couple tied the knot in a lavish ceremony in September 2017 at the Beverly Hills Hotel. Bobby Boyd is a former model and interior designer, who now works alongside Josh as a real estate agent.


Past Relationships:

Before marrying Bobby Boyd, Josh Flagg had a few high-profile relationships. In 2009, he dated Colton Thorn, who was also featured on Million Dollar Listing Los Angeles. However, their relationship ended after a few months. Josh then dated designer and author, Kathryn Ireland in 2011, but their relationship also didn’t last long.


Current Relationship Status:

Josh Flagg is currently happily married to Bobby Boyd, and the couple has been together for over a decade. They frequently share pictures of each other on social media, and their love for each other is evident in their interactions.



There have been no significant rumours about Josh Flagg’s personal life since he got married to Bobby Boyd. However, before his marriage, there were some rumours that Josh was in a relationship with fellow Million Dollar Listing Los Angeles star, Madison Hildebrand. However, both parties denied the rumours and maintained that they were just good friends.



Josh Flagg has had a few breakups in the past, but his most notable one was with Colton Thorn in 2009. The reason for their breakup is unknown, but the two have moved on with their lives and remained friends.



  • Josh Flagg was born on August 20, 1985, in Los Angeles, California.
  • He is the grandson of philanthropist and art collector, Edith Flagg.
  • Josh has been in the real estate industry since he was 18 years old and has sold over $2 billion worth of properties.
  • He is also a best-selling author and has published two books, “A Simple Girl: Stories My Grandmother Told Me” and “Million Dollar Agent: Brokering the Dream”.
  • Josh has appeared on several television shows, including The Oprah Winfrey Show, The Today Show, and Good Morning America.



Josh Flagg has found love with his longtime partner, Bobby Boyd, and the two are happily married. While he has had a few high-profile relationships in the past, he has moved on and is now focused on his successful career in real estate. We wish Josh and Bobby all the happiness in their married life together.