“Miles and Jack Got Mad Boosties,” a new co-produced weekly show from the iHeartMedia and NBA podcast slate will cover basketball in a fun and humorous way. Listeners won’t find any hot-takes, or breakdowns on how to defend the pick-and-roll.
Instead, hosts Jack O’Brien and Miles Gray will bring their wit and unique insights to a show that celebrates all things NBA. Alongside a special guest each week, Jack and Miles will use current events as well as the NBA archive to enlighten and entertain their audience.
In the first episode, the guys will sit down with actor, podcaster and comedian, Jacquis Neal. In it, they’ll talk with Neal about growing up in the 1990s as a massive Chicago Bulls fan, his favorite Michael Jordan moment and which player actually changed the game more than Jordan. They’ll do a deep dive on Ja Morant defying the laws of physics on the court, which random Memphis Grizzlies player needs to be mic’d up every game and why Lance Stephenson blowing in LeBron James’ ear during a playoff game might be the craziest thing that ever happened in the NBA.
Jack O’Brien is the Head of Comedy for the iHeartPodcast Network and has an intense love of basketball. He launched Cracked.com in 2006 and was a driving force behind the site’s editorial and video content until he left in 2017 to launch the West Coast Studio for HowStuffWorks. Under O’Brien’s leadership, Cracked grew into the most visited humor website on the internet, and one of the fastest growing brands in humor. As the Head of Comedy for the iHeartPodcast Network, O’Brien has launched hit shows like “Behind the Bastards,” “Fake Doctors, Real Friends,” “The Ron Burgundy Podcast” and “This Is Important.” He also co-hosts the popular comedic news and pop culture podcast “The Daily Zeitgeist.” Jack grew up in a basketball family and has been attached to the game since birth. He is the grandson of NBA coaching legend, Dr. Jack Ramsay, and the son of former Boston Celtics, Indiana Pacers and Philadelphia 76ers coach Jim O’Brien.
Miles Gray is a Los Angeles native with an encyclopedic knowledge of ’90s media and a deep love for basketball. As a producer, writer and director of award-winning digital content for companies like YouTube and Conde Nast, he transitioned to podcasts when he joined the HowStuffWorks/iHeartPodcast Network. He also co-hosts “The Daily Zeitgeist” with O’Brien and, although he did not grow up on NBA courts, he is a life-long, die-hard Los Angeles Lakers fan who knows everything about the team. He also thinks he can still touch rim.