The Story of Stripe Press with Tamara Winter - [Making Media, EP.47]

The Story of Stripe Press with Tamara Winter - [Making Media, EP.47]

Author: Colossus | Investing & Business Podcasts December 7, 2023 Duration: 58:37
Our guest today is Tammy Winter, the Commissioning Editor of Stripe Press. As the name suggests, Stripe Press is a division within Stripe. Founded in 2010 by two Irish brothers, John and Patrick Collison, Stripe is a payment processing business with a mission to "increase the GDP of the internet". From the surface, there doesn’t seem to be great synergies or reasons why a payments business would incubate a publishing arm – particularly one that focuses on publishing or re-publishing physical books. But, as Tammy explains, there is a lot more than meets the eye. We recorded this conversation on Tuesday morning last week before the incredibly sad news that investing icon, Charlie Munger passed away. Stripe Press republished Poor Charlie’s Almanac earlier this week and we talk about that two-year project with Tammy in our discussion. Please enjoy this conversation with Tammy Winter. Listen to Invest Like the Best: A Conversation with Charlie Munger & John Collison Order your copy of Poor Charlie’s Almanack For the full show notes, transcript, and links to the best content to learn more, check out the episode page here. ----- Making Media is a property of Colossus, LLC. For more episodes of Making Media, visit joincolossus.com/episodes. Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here. Follow us on Twitter: @ReustleMatt | @domcooke | @MakingMediaPod | @JoinColossus  Show Notes: (01:59) - (First Question) - The origin story and purpose of Stripe Press (08:07) - Choosing between tactical guide-like books and inspirational open-ended books  (15:56) - Tammy's personal story and educational background (20:54) - Intersecting with prominent people using Twitter to advance professionally  (24:00) - How they measure success at Stripe Press (30:43) - Measuring success without numbers (35:00) - Why produce physical books (36:48) - Design conception and the process behind creating the books  (40:19) - Where books like Poor Charlie’s Almanack originally come from (45:17) - Tammy's reflections on the media industry and what she’s learned in her career  (51:24) - Debrief 

Matt Reustle and Dom Cooke have spent years analyzing companies as investors, but found themselves drawn into a new, messy, and fascinating world: building a media company from the ground up. Their Making Media podcast, from Colossus | Investing & Business Podcasts, is the raw audio journal of that transition. Instead of theory, you get the real-time experiments, stumbles, and occasional breakthroughs of two practitioners who are actively trying to construct something lasting. Each conversation pulls back the curtain with seasoned media operators who have navigated these waters, offering hard-won tactical advice rarely shared publicly. Between these interviews, Matt and Dom hold themselves accountable, documenting the progress of their own ventures and breaking down the books, articles, and interviews that shape their thinking. The underlying mission gives this business and entrepreneurship podcast its pulse: a genuine fight to create substantive, long-form content in an economy increasingly optimized for fleeting clicks. For anyone curious about the operational realities of publishing, audience building, and sustainable creation, this series feels like getting a direct feed from the workshop floor, where ideas are forged into tangible assets.
Author: Language: English Episodes: 65

Making Media
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