The Greatest Story Ever Podcast

Bill Leff is a comedian, radio host, co-host of the Bill and Wendy Show podcast and all-around nice guy. He shared the childhood experience of his mother's eeire psychic premonition during a family vacation to San Francisco.

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John Dempsey is the News Director for 890 WLS in Chicago, and he's been interviewing interesting people and covering big news stories for years. Back in 1993, he had a front row seat for Michael Jordan's first retirement press conference. It was a moment he got to re-live during the ESPN documentary The Last Dance, when he saw himself center stage in the archival footage. 

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Carol Roth is an entrepreneur, creator of Future File, a commentator on TV and radio and she has her own podcast The Roth Effect. Carol joined me about the time she took break from post-college pageant life to go on a job interview she thought was just an excuse to go on a free vacation, and ended up with a career. It worked out pretty well for her.  

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Karl Johnson is the Director at C.S. Lewis Institute in Chicago, and he's also a former Marine Lt. Col. and a helicopter pilot. He joined me to talk about the time he flew former Presidents George H.W. Bush and Bill Clinton during the tsunami relief effort in 2005. He also shared a few other entertaining flying stories from his time in the Marine Corps.

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Mike Stiles is a former radio guy that I crossed paths with during my time in Atlanta, GA. He joined me to share his experience of dealing with the COVID-19 outbreak after both he and his wife contracted the virus, with very different results. He had some great insights to share about the seriousness of the disease and what it is like to survive the infection.

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Matt Lewis is a Political Commentator for CNN, a Senior Columnist for The Daily Beast and the host of the podcast Matt Lewis and the News. Matt shared a story of the magical summer after high school when there are no rules and Matt suddenly found himself in the middle of a fight. 

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A lot of people have been using the COVID-19 lockdown as a time of personal growth, learning new hobbies and skills to be a little more useful to society when this is all over. One person who has already done that is my friend Katie Leiva. Katie decided to put her life and successful real estate business on hold to join the military. She joined me to share the experience of going through Army boot camp at the age of 35, surrounded by teenagers.

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Andrew Heaton is a comedian, who I first became aware of several years ago when he was doing some hilarious video content for the Libertarian website reason. Now he’s the host of two great podcasts, The Political Orphanage, a podcast for people who want to know about what’s going on in the world, but don’t want to become a part of the partisan brick-throwing contest, and Alienating the Audience, where he does a deep dive on movies, TV and general geekery. But I’m talking to Andrew about the day several years ago when he was guilty of unintentional international gun smuggling.

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Darla Jaye is one of the funniest and most talented radio people I’ve ever worked with, but after leaving radio she had an almost Biblical string of calamities hit her all at once. But she came out the other side laughing and ended up becoming a viral sensation after she beat cancer and responded very enthusiastically to ending her treatments. Seriously, she was everywhere, even if you didn’t know who you were watching at the time. I wanted to talk with Darla about what it was like to survive cancer and then see yourself pop up on TV constantly for a week.

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In an election year, it’s good to check in with Ken Bone. Ken pretty much dominated mass media for a few wonderful days during the 2016 Presidential election. Ken asked one of the questions during a nationally televised Presidential debate, and for a brief moment everyone stopped the partisan brick throwing contest and admired his every-man-ness and his red sweater. I wanted to talk to Ken about what the process is like to take part in a Presidential debate, and then what it was like when suddenly he became the most famous man in viral media for a few days.

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