Reasonably Happy with Paul Ollinger

In this candid and insightful episode of Reasonably Happy, host Paul Ollinger sits down with Anthony Scaramucci—founder of SkyBridge Capital, former White House Communications Director, and author of From Wall Street to the White House and Back. Scaramucci shares unfiltered lessons on entrepreneurship, resilience, wealth, and personal growth, reflecting on his meteoric rise in finance, public failures, and what truly makes a fulfilling life. He dives into the paradox of money and happiness, the lessons he learned from working in the Trump White House, and why failure is essential for success. Plus, hear his thoughts on crypto, navigating controversy, and the surprising place he finds true happiness. Don't miss this raw, thought-provoking conversation packed with insights on business, politics, and personal reinvention!Buy Pauls Book: https://www.paulollinger.com/the-book

Join Paul as he sits with the very funny Matt Ruby and discuss performing on psychedelic mushrooms, being raised by a bohemian mom who ran around New York City with Alan Ginsberg and more!Links to all things Matt Ruby including his newsletter, specials and more:https://www.mattrubycomedy.com/Get Paul Ollinger's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off" https://www.amazon.com/Reasonably-Hap...Read Paul's Substack: https://words.paulollinger.com/

Join hilarious comedian and hater of all things technology Nathan Macintosh as he sits with host Paul Ollinger and discusses his love hate for tech, the overabundance of screens in socoiety and the fear of what AI will do to the world. Watch Nathan's latest 2 specials here:"Money Never Wakes" https://www.youtube.com/watch?v=sQd7kHYiNsQ&t=20s&authuser=1"Down with Tech" https://www.youtube.com/watch?v=gApnofHJLoo&authuser=1Get Paul Ollinger's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off" https://www.amazon.com/Reasonably-Hap...Read Paul's Substack: https://words.paulollinger.com/

Join legendary musician Paul Shaffer, famed as David Letterman’s long-time musical director, as he shares his extraordinary career journey—from his childhood in Thunder Bay to iconic roles on Saturday Night Live and The Blues Brothers. Shaffer sits with host Paul Ollinger and reflects on his early love for music, working alongside comedy greats like Martin Short and Bill Murray, and how rock and roll’s raw simplicity shaped his passion. Packed with nostalgic Hollywood and Broadway stories, this conversation is a must-watch for music and comedy fans alike. 🎵🎭Get Paul Ollinger's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off" https://www.amazon.com/Reasonably-Hap...Read Paul's Substack: https://words.paulollinger.com/

Paul sits down to talk happiness with Deepak Chopra who is a world-renowned pioneer in integrative medicine and personal transformation alongside award winning author, professor, writer and speaker Dr, John Kaag.Visit Rebind at https://s.rebind.ai/0PmPOV and use the promo code reasonablyhappy to get 15% off your first Rebind book experienceGet Paul's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off" https://www.amazon.com/Reasonably-Happy-Essays-Money-Things/dp/0997270659Read Paul's Substack: https://words.paulollinger.com/

Paul sits down with comedian and syndicated radio legend Rickey Smiley and talk about happiness in the face of grief after losing a son to opioid addiction, surviving being shot at point blank range and continuing a life in comedy in the face of tragedy. Check out Rickeys book: "Sideshow: Living with Loss and Moving Forward with Faith"https://www.amazon.com/Sideshow-Livin...

Paul is joined by SNL music director Eli Brueggemann to discuss everything from what landing a gig like Saturday Night Live does for a musician to how quickly a masters level university degree can become outdated because of simple technology. Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger

Paul sits down with the insanely funny comedian Mandal to discuss his rise, fall and rise again that lead him to be a go to opener for John Mulaney and performing at the world famous Hollywood Bowl. Paul and Mandel dive into the world of stand up comedy and how Mandel finds purpose and happiness and why it is the driving force in all of his artistic endeavors.Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger

Paul sits down with lawyer turned comedian Liz Glazer to discuss how a successful lawyer and law professor can find happiness by saying goodbye to a tenured career by pursuing a life in the arts.Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger

Join us for an insightful conversation with Adrian Brambila and Brad Klontz, authors of "Start Thinking Rich," as we dive deep into the mindset strategies that lead to success. Discover how your background, no matter the challenges, should never hold you back from achieving your goals. Learn practical tips and valuable lessons on how to develop a wealth-focused mindset, overcome obstacles, and leverage the experiences of others to create the life you've always wanted. Whether you're aiming for personal or financial success, this episode is packed with actionable advice to help you think rich and succeed in any area of life.Pick up a copy of "Start Thinking Rich: 21 Harsh Truths to Take You from Broke to Financial Freedom" by Adrian Brambila and Brad Klontz:https://www.barnesandnoble.com/w/start-thinking-rich-brad-klontz/1146212034;jsessionid=9ADBFA21F7779A45F34745CE6E50B715.prodny_store01-atgap15?ean=2940191065052Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger