Tangentially Speaking with Christopher Ryan

Updated: 24 Mar 2025 • 664 episodes
chrisryan.substack.com/podcast

Tangentially Speaking is dedicated to the idea that good conversation is organic, uncensored, revelatory, and free to go down unexpected paths with unconventional people. chrisryan.substack.com

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You know those kids — toddlers, even — where you see the fully-formed person in their eyes? That’s how this guy has always been for me. He was cracking me up and blowing my mind before he could pronounce my name. Smart, kind, and very wise for his age (or any age). This is a public episode. If you'd like to discuss thi

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This is a free preview of a paid episode. To hear more, visit chrisryan.substack.com My friend Riley Morton is a film-maker, documentarian, world traveler, back country skier, deep thinker and all-around badass. He and I sat down for about six hours over two days and he picked my brain about who I am, who I’ve been, an

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07 Mar 2025 • EN

642 - ROMA 83

Does Trump have the wrong answers to the right questions? It feels like things are falling apart, but have they been falling apart for a long time? How long? When did this process of collapse begin? Why do intelligent people sometimes say incredibly stupid things? Intro music “Brightside of the Sun,” by Basin and Range

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Simon first came on the scene as an MTV personality, then starred in the Scary Movie franchise, appeared in a slew of TV shows, and toured the world as parody rapper, Dirt Nasty. Now he’s appearing in films with the likes of Al Pacino and Vince Vaughn. What a trip! This is a public episode. If you'd like to discuss thi

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My uncle Dan died on February 13th, my birthday. Here’s a look back at his life and mine. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit chrisryan.substack.com/subscribe

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Young guy writes a Substack piece about his favorite author, Cormac McCarthy. It gets a few reads, and turns out that one of those readers knows old Cormac and actually reads him the piece. In fact, she’s known and loved old Cormac for 40+ years. She corresponds with the young guy and eventually decides he’s the right

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