Going Deep With Aaron Watson

Will Dzombak is a Pittsburgh native and one of the entertainment industry’s top music managers. He’s helped guide the career of Grammy-nominated rapper Wiz Khalifa and cofounded Taylor Gang Entertainment.   As a student at Penn State, Will co-founded an events company, where he booked Wiz Khalifa will he was still just a rising Pittsburgh rapper. After the first show’s turnout exceeded expectations, Khalifa sought out Dzombak’s help with booking more shows for him.    Within a few years, Dzombak has helped Khalifa create one of the most successful and consistent summer tours for the last 7 years. He’s also been one of the executive producers on Khalifa’s last three full-length releases.   Together, Wiz and Will have built Taylor Gang Entertainment, invested in the e-sports team Pittsburgh Knights, and much more.   In this conversation, Aaron and Will discuss the early days of Wiz’s career, their new restaurant Hotbox by Wiz, and the marketing strategies that they’ve been early to embrace. Sign up for a Week