Kaila Yu on the Cost of Asian Fetishization
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My guest this week is Kaila Yu. Her new memoir, takes on a provacative question: what happens when you’ve built a large part of your career in a culture that objectifies you? And how complicit are you in keeping that culture alive? Kaila looks back at her years as a model and musician, and then forward to the harder work of reclaiming her story and challenging the stereotypes that still harm Asian women today. Subscribe to my Substack:
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The Truth Behind One of History’s Most Misunderstood Men
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Captain William Kidd is one of the most famous names in pirate lore. But what if he wasn’t actually a pirate at all? In this episode, bestselling author and scientist Samuel Marquis joins me to talk about his new book Captain Kidd: A Story of Treasure and Betrayal. Marquis has a personal stake in the story — he's Captain Kidd's ninth great grandson. We talk about Kidd’s rise from colonial sea captain to pirate-hunter, the murky politics of the time, his dramatic trial in London, and the love story that’s rarely told. Marquis argues Kidd was less Blackbeard and more fall guy — a...
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A Sassy Conversation with Magazine Icon Jane Pratt
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When I helped launch Twist magazine in the late '90s, we basically huddled around old issues of Sassy like sacred texts, trying to decode what made them so special. The answer? Jane Pratt. So it was with excitement and a little nervousness that I jumped on a Substack Live Interview with her. We chatted about: Her miserable boarding school experience and how it inspired Sassy Getting pulled off 70% of newsstands after a boycott by the religious right The secret behind Sassy’s success and why it changed so many lives Her evolution...
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Captain Cook Reached Paradise. Then It Turned on Him.
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Historian Hampton Sides joins the show to talk about The Wide Wide Sea, his riveting new book about Captain James Cook’s final—and fatal—expedition in 1776. We get into: Why Cook lost his cool on his last voyage What really happened in Hawaii The crew’s wild sexual escapades in the South Pacific What this story reveals about power, empire, and the price of discovery Subscribe to my Substack @
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What Every Author Gets Wrong About Publicity
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Guest Kim Dower has spent the last 40 years helping authors get noticed — as one of the top literary publicists in the business. She's also a celebrated poet, with a brand-new collection out now called . In this episode, Kim pulls back the curtain on what publicists actually do, who really needs one, and the biggest mistakes authors make when trying to promote their work. If you're publishing a book — or even thinking about it — this conversation will help you understand the industry, the stakes, and what it takes to break through. Subscribe to my Substack: JonSmallTalk.substack.com...
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The New Retirement Is Not At All What We Expected
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A lot of Gen Xers are facing an existential crisis, feeling stuck, burned out, unemployed, and just unsure about the future. This was supposed to be the time when we start to wind down so why does it feel like we're on a highway to hell? This doesn't mean we're doomed; it just means we need a reset on how we think about retirement. In my first-ever Substack Live over on my newsletter Small Talk, I had a live conversation with Brian Clark—entrepreneur, writer, and founder of Further—about what this next chapter actually looks like for Gen X. And how we can stop chasing old myths...
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The Advice We’d Give to Our Younger Selves
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Gretchen Rubin joins the show to talk about her new book, in which she boils down a lifetime of wisdom into powerful aphorisms that resonate. Gretchen is a bestselling author, podcast host, and one of today’s most trusted voices on happiness, habits, and human nature. In this conversation, we talk about the lessons we learn too late, the advice she wants to pass on to her daughters, and why small, well-phrased truths often carry the biggest impact. Other topics: – Why she made the leap from clerking at the Supreme Court to writing about happiness – The Four Tendencies framework and why...
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The NYT called Gen X Obsolete. That Didn't Go Well.
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When the New York Times declared it was “the end of work as we knew it” for Gen X, it did not feel fine. The story called the generation obsolete, irrelevant, and even likened them to candlestick makers in the age of electricity. Seriously? The article sparked a firestorm, prompting host Jonathan Small to write a viral Substack response that only raised the temperature. Now, Dana DuBois—fellow Gen X-er, writer, alt-rock aficionado—joins the show to talk about why the article sparked so much rage, what it got dead wrong, and how Gen X is not just surviving but reinventing midlife on...
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5 Secrets for Crafting an Unforgettable Memoir
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Has anyone ever told you, "Your life is so interesting—you should write a memoir!" It's flattering, no doubt. But then comes the doubts and the fears and the paralysis. How do you transform decades of memories and anecdotes into a narrative people would actually want to read? You can start by reading guest Wendy Dale's new book, . In it, she gives you the structure for constructing your memoir from the ground up. On this episode, we talk about useless writing advice such as just write a first draft, why the journey is more important than the memories themselves, and the things to prep...
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Kenneth Turan on the Hollywood Duo Who Built an Empire
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Back in Hollywood's Golden Age, two men with vastly different backgrounds came together to shape the future of film. Louis B. Mayer, a shrewd businessman and Irving Thalberg, a visionary producer, formed a partnership that defined MGM and set the standard for the modern studio system. In this episode, famed film critic Kenneth Turan explores their unlikely partnership, their imperial rise, and their eventual fall.
info_outlineGuest Kim Dower has spent the last 40 years helping authors get noticed — as one of the top literary publicists in the business. She's also a celebrated poet, with a brand-new collection out now called What She Wants. In this episode, Kim pulls back the curtain on what publicists actually do, who really needs one, and the biggest mistakes authors make when trying to promote their work. If you're publishing a book — or even thinking about it — this conversation will help you understand the industry, the stakes, and what it takes to break through.
Subscribe to my Substack: JonSmallTalk.substack.com
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