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May 25, 2023 42 mins

Bob Pittman is Chairman and CEO of iHeartMedia, Inc., the number one audio company in America. With over a quarter billion monthly listeners, iHeartMedia has a greater reach than any other media company in the US. The company’s leadership position in audio extends across multiple platforms, including 850 live broadcast stations, its iHeartRadio digital radio service, influencers, social, branded live music events, and podcasts as the #1 commercial podcast publisher. Bob is the co-founder and programmer who led the team that created MTV. He has led some well-known transformations in television, music, real estate, internet and audio as CEO of MTV Networks, AOL Networks, Six Flags Theme Parks, Quantum Media, Century 21 Real Estate and Time Warner Enterprises and as COO of America Online, Inc. and later AOL Time Warner. He has also been inducted into both the Advertising Hall of Fame and the Broadcasting and Cable Hall of Fame; He received AdWeek’s first ‘Media Visionary’ award, was named one of Advertising Age's "50 Pioneers and Visionaries of TV" and "10 Marketers Who Changed American Culture”; He was also recognized as one of Life Magazine’s “Five Original Thinkers of the 80s” as well as the eighth of Life Magazine’s “50 Most Influential Boomers.” Can you tell us about your childhood and how it influenced your career path? What was the biggest challenge you faced in launching MTV, and how did you overcome it? How did you come up with the idea for iHeart Media, and what was your vision for the company? What has been the most rewarding experience of your career so far? Can you share a story about a time when you faced failure, and how you bounced back from it? How have you managed to stay relevant and adapt to changing media landscapes over the years? What advice would you give to aspiring entrepreneurs who are just starting out? How do you balance your personal life with the demands of your career? What legacy do you hope to leave behind with your work in media and entertainment? What are your future plans for iHeart Media, and how do you see the company evolving in the coming years? What are the most important lessons you've learned in your career, and how have they shaped your leadership style? Can you talk about a particular project or initiative that you're particularly proud of? How do you stay motivated and inspired to keep pushing boundaries and pursuing new ideas? Can you tell us about a time when you had to make a tough decision, and how you approached it? What do you think are the biggest challenges facing the media industry today, and how can they be addressed?

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