In this intense clip from My Expert Opinion Ep. #19, Teddy Riley opens up about one of the darkest periods of his life — and the real-life trauma that inspired the song “Long Gone.”

After the tragic deaths of his brother and close friend, Riley reveals how street politics, rumors of a contract on his life, and escalating tension in Harlem forced him to consider leaving everything behind. He shares the chilling story of a meeting at The Flash Inn in Harlem — a location known for mafia ties — where powerful figures confronted Gene Griffin over alleged threats.

Teddy explains how family, loyalty, forgiveness, and faith guided his decisions during a time when violence felt inevitable. He reflects on greed, betrayal in groups, and how chess strategy shaped his approach to both business and survival.

This is more than music history — it’s a story about Harlem, unity, street culture, and how pain became art.