23: Tamara Winter - Tacit Trust & Caring Curiosity
Dialectic28 Heinä 2025

23: Tamara Winter - Tacit Trust & Caring Curiosity

Tamara Winter (X) is the Commissioning Editor of Stripe Press, where she exercises her taste to identify the knowledge and "ideas for progress" that matter most in alignment with Stripe's mission: to increase the GDP of the internet. "Tammy" worked at the Charter Cities Institute and the Mercatus Center at George Mason University, which is chaired by Tyler Cowen. Tammy is obsessed with tacit knowledge and the illegible parts of the world that actually support so much of our lives, work, and societies. This includes taste, charisma, relationships, and a wide-range of load-bearing infrastructure that supports healthy and trustful societies, from small-talk and manners to hidden forces that prevent anti-social behavior and maintain safe places to live and work. We discuss this and more, including how she selects the ideas worthy of Stripe's audience, her unique career path, her refreshing take on agency, her standards for herself, reading and writing, and how she chooses how to spend her time. Above all, Tammy's incredible love of other people shines throughout the conversation. Full episode transcript with all linked references: https://dialectic.fm/tamara-winter Timestamps 2:09: Taste, absorbtion, and influences 10:54: Deploying your taste 15:49: Ideas that matter and taking yourself seriously 22:13: Aesthetics 24:16: Choosing Teachers and Authors 28:15: Charisma & delightfullness privilege 34:59: Living a relational life 44:07: Trust, social scaffolding, and small talk 51:01: Erosion of social norms, low-trust environments, and load-bearing infrastructure 1:02:17: Cultural arson and the dark sides of "you can just do things" 1:15:44: The healthy kind of agency 1:20:45: Tammy's N-of-1 path and who she aspires to rhyme with 1:28:38: Red herrings of success and focusing on outcomes 1:32:22: Assortive everything 1:37:52: Personal and professional standards 1:43:06: Journaling, great writing, and audience 1:57:29: Reading & Biographies Key Links: The Art of Doing Science and Engineering - Richard Hamming On Self-Respect - Joan Didion Scaling People - Claire Hughes Johnson High Growth Handbook - Elad Gil Virginia Woolf on Montaigne Ava on Tammy Old Enough!

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Jaksot(53)

52: Jack Conte - Draw the Next Page

52: Jack Conte - Draw the Next Page

Full transcript and all links: ⁠dialectic.fm/jack-conte⁠ Jack Conte (Patreon, YouTube, YouTube Pt2, X, LinkedIn) is the co-founder and CEO of Patreon. He is also a lifelong artist and musician, who a...

21 Heinä 0s

51: Nan Ransohoff - Power Laws for Philanthropy

51: Nan Ransohoff - Power Laws for Philanthropy

Nan Ransohoff (X, Substack, Website) is Head of Public Goods and former Head of Climate at Stripe. This includes Frontier (which she co-founded): an advance market commitment that accelerates carbon r...

14 Heinä 2h 11min

50: Tyler Cowen & Nabeel Qureshi - An Appetite For More

50: Tyler Cowen & Nabeel Qureshi - An Appetite For More

Tyler Cowen (Website, X, Marginal Revolution, Conversations with Tyler) is an economist at George Mason University, leads the Mercatus Center, and is the author of many books including The Great Stagn...

30 Kesä 1h 55min

49: Jasmine Sun - Close Enough to See Clearly

49: Jasmine Sun - Close Enough to See Clearly

Jasmine Sun (Substack, X, LinkedIn) is an independent writer and journalist. She is a contributing writer for The Atlantic and also writes for other major publications, like The New York Times. She pr...

18 Kesä 2h 37min

48: Henri Stern - Principled Enough to Be Pragmatic

48: Henri Stern - Principled Enough to Be Pragmatic

Henri Stern (X, LinkedIn) is the co-founder and CEO of Privy. Privy builds wallet infrastructure for developers, enabling them to let their users hold and use crypto, including stablecoins. Privy wa...

17 Kesä 1h 54min

47: Paul Scherer - A Friend That Brings Us Closer

47: Paul Scherer - A Friend That Brings Us Closer

Paul Scherer (X, LinkedIn) is the founder of Eigen (check out their beautiful website), where he’s building a mutual friend: an AI that brings people closer together and helps us belong. Paul grew up...

27 Touko 2h 16min

46: Nicole Seah (Nix)  - Loving What is Real

46: Nicole Seah (Nix) - Loving What is Real

Nicole Seah (X, Substack, LinkedIn), aka Nix, is a writer at Starting From Nix and investor at Costanoa Ventures. She recently launched New Ontologies, where she profiles founders and companies thinki...

11 Touko 1h 55min

45: Nicholas Thompson - A Life of Long Form

45: Nicholas Thompson - A Life of Long Form

Nicholas Thompson (Website, X, LinkedIn, Wikipedia) is the CEO of The Atlantic, an elite distance runner, and the author of The Running Ground—a memoir about his father, his life, and the sport of ru...

28 Huhti 1h 54min

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