The world of media is ever-changing — and no one has played it quite like Jacki Kelley, CEO of the Americas and Global Chief Client Officer of advertising giant, Dentsu. Jacki has been at the center of media and advertising for the last 25 years, with leadership roles at USA Today, Yahoo, Martha Stewart Living, and Bloomberg. Her deep understanding of the media landscape has put her in a valuable position to both manage Dentsu’s global portfolio of clients and lead a team that is always looking to where to go next, from exciting ways to use AI, to more precise messaging that powerfully connects with individuals. But what people may not know is that Jacki comes from a fifth generation cattle ranching family and has been a foster parent for more than 20 children. Bob sits down with Jacki to find out how these experiences have shaped her approach to business, leadership, and company culture. See omnystudio.com/listener for privacy information.

Jacki Kelley:  “Don’t be afraid to zig and zag.”

How do the smartest marketers and business entrepreneurs cut through the noise? And how do they manage to do it again and again? It's a combination of math—the strategy and analytics—and magic, the creative spark. Join iHeartMedia Chairman and CEO Bob Pittman as he analyzes the Math and Magic of marketing—sitting down with today's most gifted disruptors and compelling storytellers.

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You may know this week’s guest by many names. Mr. 305, Mr. Worldwide, or more likely, the one and only Pitbull. Yes, the Grammy winning superstar, education advocate and entrepreneur sat down with Bob for a live conversation in his native Miami at the POSSIBLE conference. Before gaining all his titles, Pitbull was simply Armando Christian Pérez, a kid soaking up the colorful cultures of his city. Growing up, he was exposed to diverse, bustling, and at times unstable environments on the streets of Miami. Yet despite any hardship, Pitbull credits his city with giving him the skills to succeed in music and business. In fact, he’s leveraged his creativity and keen business sense to develop a number of independent ventures, including creating his own record label, Mr. 305, Inc., co-owning the Trackhouse NASCAR racing team and creating the Voli 305 vodka brand. Plus, he uses his international superstardom to give back to his community. Through SLAM! Charter schools, Pitbull is revolutionizing education and giving kids in underrepresented communities the opportunities he didn’t have. Listen to hear about these endeavors and more, and stay tuned to learn how he got the name Pitbull in the first place.  See omnystudio.com/listener for privacy information.

Pitbull: “Anything you love you have to fight for.”

Ryan Seacrest is America’s favorite host. He’s been on the radio since he was a teenager, but it wasn’t until he came on all of our TV screens in 2002 as the host of American Idol that he became a constant presence in American households. That big break propelled him to other roles, like hosting E! Red Carpets, Live with Kelly and Ryan, and will soon become the new host of Wheel of Fortune. All the while, he’s been on the radio in Los Angeles, and as the host of the syndicated show On Air with Ryan Seacrest, recently celebrating his 20th year on KIIS-FM. All this plus producing ventures that have brought us phenomena like Keeping Up with the Kardashians make it seem like Ryan can be in multiple places at once, and is definitely the hardest working person in showbiz. As Ryan tells Bob, he’s had a relentless drive to find success since he was a kid in Atlanta falling in love with radio. Listen to hear how he dropped out of college at 19, moved to Los Angeles, and turned that determination into a storied career. Plus, hear how a key encounter with Dick Clark helped him hone his hosting persona and why interacting with people–from connecting with contestants to his meaningful philanthropic ventures–is what keeps him going. 
To learn more about the Ryan Seacrest Foundation, please visit www.ryanseacrestfoundation.org. See omnystudio.com/listener for privacy information.

Ryan Seacrest: “I celebrate people, but I’m not the star.”

You’ve probably been entertained by entrepreneur and filmmaker Andrew Jarecki even if you didn’t realize it. He co-founded the business everyone used in the 1990s: Moviefone. His list of accomplishments also include co-writing the theme song for the hit TV show, Felicity, directing the Ryan Gosling film, All Good Things, and directing and producing the documentary, Capturing the Friedmans, which won 18 international prizes and earned an Academy Award nomination. He’s probably best known for directing the Emmy-winning HBO series The Jinx: The Life and Deaths of Robert Durst, which will be back with Part Two this year. Andrew sat down with Bob to recount how he got Moviefone off the ground and changed the industry forever; the major pivots and innovations behind the production of his films; and share how his parents influenced his career. You’ll get a sense of the unique skills that have enabled him to turn curiosities into successes, and have fun along the way.  See omnystudio.com/listener for privacy information.

Andrew Jarecki: “People really do want to tell you their story.”

How does one come up with great ideas? Some may think they’re random strokes of genius, but Rob Reilly knows it takes a mix of hard work and creativity–the truest embodiment of math and magic. Now the Chief Creative Officer of WPP, Rob built his stunning reputation on work that is memorable and buzzy, from campaigns for companies like American Express and Burger King to the “Fearless Girl” statue that still stands in Manhattan’s Financial District. These works weren’t strokes of genius. They emerged from decades of Rob tirelessly logging ideas and learning his business inside and out. Listen to hear Rob explain his creative process and reflect on some of the most important moments of his career, from the college party that landed him his first advertising job to the time he took a demotion and pay cut to improve his craft.  See omnystudio.com/listener for privacy information.

Rob Reilly: “Be a fountain of ideas.”

Country music is the biggest radio music format and Nashville’s Scott Borchetta knows the genre inside and out. He’s the founder, president, and CEO of Big Machine Label Group and the founder of Big Machine Distillery. Scott has signed deals with artists like Tim McGraw, Jewel, Lady A, Zac Brown Band, Thomas Rhett, Florida Georgia Line, and many others.  Scott sits down to talk about his impressive career, from how he discovered his place in the music industry to when he knew it was the right time to go out on his own. His optimism, strategic thinking, and competitive spirit has helped him master music promotion and he feels more energized than ever to take on the next big thing.  See omnystudio.com/listener for privacy information.

Jacki Kelley: “Don’t be afraid to zig and zag.”

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