Substack Live Podcast

Hosted by Sarah Fay

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Oct 2026

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About the show

Your weekly behind-the-scenes look at what’s happening and working on Substack—with the platform’s leading Growth Strategist, Sarah Fay. The only podcast that helps you stay ahead of the curve as Substack changes and changes again and again, so you can use it to fuel your creative, professional, and financial life. Plus, conversations with the best writers and creators who came to Substack early and made the platform great to show you how to create and, yes, monetize, not by gaming a platform but by bringing your amazing work to the world and making the world a better place in doing so. www.substackwritersatwork.com

Listen to episodes

40 recent

October 6, 20266 min

Why Substack Is So Difficult (and Strange)

“There are many Substacks about Substack. This one is the OG .” —Gregg Easterbrook Today we talk about the reality of Substack, a reframed I want you to make, and a revelation I want you to consider. This is about figuring out why your Substack might be stalled, maybe a little jammed, maybe not getting started. It's not you. It's Substack. And if you're not a paid subscriber or free subscriber to Substack Writers at Work, please come join us: https://www.substackwritersatwork.com/ This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

September 29, 202615 min

How One of My Premier Members 5x’d Her Subscribers in One Year

From the Diary of the Leading Substack Strategist… This week, I share how important your Substack DNA is and a way to start finding it. It's not easy, and it takes some work. It's why I've taught it for 5 years and why I know that it works: my clients, my Premier members, and even my subscribers, the moment they find it, they grow. It's fantastic. Enjoy, and become a paid subscriber to Substack Writers at Work. I'd love to have you. https://www.substackwritersatwork.com/ This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

September 25, 20260 min

How Five of My Favorite Substack Built Massive Followings without Losing Their Souls

This is a free preview of a paid episode. To hear more, visit www.substackwritersatwork.com Here I discuss how five of my favorite Substacks (though I go into more than five) created amazing platforms without losing their souls. That means a range of subscribers from 2,000 to 50,000. For all Substack Live Podcasts, join Substack Writers at Work : https://www.substackwritersatwork.com/

September 11, 20262 min

Live with Elizabeth Gilbert: When a Substack Becomes a Spiritual Practice

This is a free preview of a paid episode. To hear more, visit www.substackwritersatwork.com Normally, I would do a written summary, but this is one you need to watch or listen to on your favorite podcast platform: * Remind yourself why you’re on Substack in the first place. (Spoiler: it begins with an f .) * Find out how this might actually be the golden age of writing. * Discover the magic of putting your right hand in your left armpit. You can get Substack “information” anywhere. Paid subscribers get guidance from founding Substack writers who’ve mastered the platform and made it their own in Lives like this one with Liz Gilbert. Become a paid subscriber today! You can get Substack “information” anywhere. As a paid subscriber you get access to founding Substack writers who’ve mastered the platform and made it their own in Lives like this one with Liz Gilbert. This is exclusively for you. My Substack Live series features writers, creators, teachers, and visionaries who’ve created something entirely new and/or transformed their Substack into community gathering spaces, educational institutions, cultural touchstones, and/or works of art. Previous guests include Elizabeth Gilbert, Susan Cain, Austin Kleon, Mason Curry, Jessica DeFino, and Emily Kirkpatrick.

July 31, 202640 min

How Susan Cain Built 'The Quiet Life' to 275,000 Subscribers

Nearly 400 people joined us live to talk about Susan Cain ’s amazing Substack The Quiet Life. If you don’t know Susan Cain, she’s the author of the mega bestsellers “Quiet: The Power of Introverts in a World That Can’t Stop Talking” and “Bitter Sweet: How Sorrow and Longing Make Us Whole.” She was a lawyer before becoming one of the most compelling writers of our time. We talk about envy and jealousy, how to write your posts/articles as kindred letters, how loving what you do makes a successful Substack and a more enjoyable life, the magic of her candlelight chats (the community feature she offers as an introvert and for introverts), and why "vibe" might just be the word for 2026. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

July 14, 202621 min

Newsletter Dating, the New Restack, and more

“There are many Substacks about Substack. This one is the OG .” —Gregg Easterbrook This week: Substacks making news, newsletter dating, Substack in Japan, why you don’t have to go viral on Notes anymore, it’s okay to ask for what you want, the new way to restack your posts, and who’s here. SW@W homepage | Premier homepage | Substack Starter Pack | 24/7 Community Chat | Manage your subscription | Book a 3-Month Substack Growth Package 1:1 This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

July 10, 202650 min

How Letter Writing Will Make You a Better Writer with Lindsay Hurty

Today’s live was phenomenal! Please listen to the podcast version while you’re cooking this weekend or walking or running or whatever. In my live with the amazing Austin Kleon reminded me that on Substack, we’re writing news- letters . I wanted an expert in letter writing to share how exactly the principles of letter writing could help us be better writers on Substack and write more engaging Substack articles. Lindsay Hurty offered a wealth of advice on how we can use letters and the act of letter writing in many different ways to nurture our subscribers and write better Substack articles. (You can subscribe to her Substack here .) Be sure to listen, too, because the story she tells in the beginning will (if I have anything to do with it) someday be a viral TED Talk. SW@W homepage | Premier homepage | Substack Starter Pack | 24/7 Community Chat | Manage your subscription | Book a 3-Month Substack Growth Package 1:1 with me This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

June 19, 20265 min

Masterclass: How To Get a Brand Deal on Substack

This is a free preview of a paid episode. To hear more, visit www.substackwritersatwork.com Brand sponsorships on Substack aren't just about some sort of weird brand placement that's awkward. I t's about rethinking Substack and how you make money on here, and how we support each other in making money. In this episode, I give you everything you need to know about Substack's new brand sponsorships program — how it works, what brands actually want, and how to fill out your Creator Kit strategically, not generically.

June 9, 202650 min

Live: Substack News for the week of 6/9 + the person you should learn Notes from

This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

June 3, 20268 min

Dispatch from Substack's 2026 New York City Summit

The highest earners on Substack aren't debating whether to use AI. They're asking a better question: how to stay valuable in a world that's full of it. I spent a day in New York in a room with some of the biggest names on the platform, and the words that kept surfacing weren't the ones the growth-advice economy sells. No one said hacks. No one said viral. What they talked about was fun, taste, and the person behind the words. This episode covers: *Why the era of giving your best work away for free may be over. *Which skills are about to gain value on Substack, and which are about to lose it. *Why slow, steady growth is the only kind with substance. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.substackwritersatwork.com/subscribe

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