Uncomfortable Conversations PodcastUncomfortable Conversations SubstackCurious Worldview Newsletter - https://curiousworldview.beehiiv.com/subscribe-----Josh Szeps is a broadcaster, political commentator, and in my opinion, Australia's best interviewer. He has, afterall, conducted thousands of them… and from many different pulpits. Whether it’s podcasting, Huffpost live, or radio, Josh has interviewed everyone from the biggest celebrities in the world, to academics, to geopolitics, to culture wars, comedy, economics and all the rest in between - it’s incredible how flexible Josh is and how well he can extemporaneously talk about or ask the right questions of, seemingly any topic. He’s also someone who has been doing this for decades, and seen from the front row the two most significant disruptions to media over that time. I wanted to get something evergreen on Josh’s worldview and evolving timeline of a career… Josh Szeps is the creator and host of one of my favourite podcasts, ‘Uncomfortable conversations’, and author of a substack by the same name. 00:00 - Who Is Josh Szeps05:16 - Navigating Career Paths: Serendipity and Ambition18:08 - Finding Aliveness: Reflections on Career and Life22:34 - The Journey to New York: Opportunities and Challenges33:19 - The Journey to HuffPost Live37:39 - Memorable Interviews and Guests39:20 - Preparation for Interviews42:21 - The Importance of Collaboration49:12 - Norm MacDonald & Joe Rogan 58:41 - The Joy of Media Engagement01:00:02 - Navigating Life Changes and Career Transitions01:10:50 - Alan Jones01:11:52 - The Influence of Podcasting01:12:35 - Living in Australia vs. the US01:15:09 - The Future of Independent Media01:21:40 - Innovating in Media Formats

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