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Caffeine Conversations

Author: David Sherry

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Learn how your favorite creators are building a brand and community around who they are.

This podcast is hosted David Sherry, Founder of Death to Stock and Community organizer of Jacuzzi Club.
57 Episodes
Business is always changing, but people are not.Without understanding this, business success can feel random.That being said, there are some patterns we can learn. And, if we understand these patterns, we align ourselves with success.I'm going to dig into why and how you can build a better understanding of human nature, but first, let me give you a bit more context:
I'm playing too small

I'm playing too small


I've started interviewing niche coaches who are doing interesting work that are for hire. Today I interview a "Face Yoga" coach who gained popularity through TikTok. We talk about her process with clients and this emerging coaching space. You can check out her work here: and find her on Youtube/TikTok
In this episode, I speak with James Rores about learning Sales. James coaching teams and leaders to develop proven strategies for their sales processes, but does so with the mindset of a coach and leader rather than a huckster. I really enjoyed this conversation and if you're looking to learn more, you can find more about his company and their processes here:
In this episode, I talk with Basecamp and Hey email's head of Marketing, Andy Didorosi about a whole slew of topics related to marketing in a collaborative and unique new way. We focus this conversation on their recent "Dumpster Fire" email project Find Andy on Twitter:
Will Mannon is the course manager for two fast-growing online, cohort-based courses, "Building a Second Brain" and "Writes of Passage". On this episode, we discuss the future of online learning, the opportunities Will see's for people diving into the creator economy, and some of Will's favorite quotes and ways of looking at the world.You can follow Will on Twitter or check out his blog here!
Mac Reddin is the founder of Commsor, which is a tool that puts all of your community data into one place. Mac also runs a Slack community for community leaders called Community Club. In this episode, we spoke about the rapid growth of Mac's company, how it feels when everything starts to take off, and Mac's perspective on the community metrics that matter.You can check out Mac at...
Adam Jackson is the Founder of Braintrust. Braintrust is a user-owned, blockchain-based freelancer marketplace. What fascinated me about this conversation is that it sheds light on what the future could look like for user-owned networks. And, how the governance built by the Braintrust team is built that allows aligned incentives between investors, freelancers, and companies they serve. This concept is part of a larger shift to how the creator economy will function and how freelancers can create value while retaining power in the networks that they create for.You can check out Braintrust here which is in open Beta until early next year:
Maria Falbo is the founder of Copson London, a skate and spiritual brand that collaborates with some of the world's best brands, like Vans and New Balance. Now she's building a community around her soulful search for creative work that brings a spiritual essence to the brands that they work with. You can view some her collabs here as well as the video referenced in the podcast. can follow Maria on Instagram here:
Nick deWilde is a Product Marketer at Guild, a fast-growing startup that helps companies transform their workforces through education. He also publishes a newsletter called the Jungle Gym which based on insights around career growth and working smarter.  What caught my attention about Nicks' work was his posts on career journey: well as creators and communities: can also find Nick on Twitter:
Robert Frtiz is an author, composer, and filmmaker who is known for his work dissecting the creative process via his theory of "Structural Dynamics."In this episode, I speak with Robert about the creative process and his years of studying and speaking on this topic. This episode is different in that it's less about brand/creator strategy but more about the individual process for being a creator. I've loved his books, most notably "The Path of Least Resistance" which covers his expertise in depth.
Li Jin is the founder of Atelier, an early-stage firm investing in the passion economy. She also writes a newsletter about passion economy platforms and consumer startups on Substack. Prior to Atelier, Li was an investing partner at Andreessen Horowitz.In this podcast, Li joins me as a co-host to discuss a co-written blog post we wrote as an open letter for community leaders.  You can read it here:
Ana Andjelic is a strategy executive, author of the new book "The Business of Aspiration" who specializes in building brand-driven modern businesses. Ana earned her doctorate in sociology and worked at the world's top brands – Like Puma, Topshop, Tom Ford, etc.She is a widely read columnist, speaker and advisor.This conversation was hosted via Jacuzzi Club, so the format is a bit different. You'll hear questions from other members on the show later in the episode, so don't mind that. Also sorry for any slight Zoom lags :) Check out her newsletter: her new book:
Zoe Scaman is a London-based strategist who's worked with celebrities, athletes, and brands like Adidas, Droga5, and Universal McCann. Our conversation covers how brands and creators are using new models for product development and monetization. Check out Zoe's writing here: follow her on Twitter:, the talk that got me introduced to her work:
Comments (1)

Teal Brooks

Thank you so much for being real. This podcast is very helpful for me. There's so much hype about success, instant success. I was constantly feeling alone and inadequate. But things take time!!! Thank you!

Dec 20th
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