Caffeine Conversations

Caffeine Conversations

David Sherry
Sep 24, 2020 32 min

Andrew Guttormsen – Tailoring the Community Experience (Circle)

Andrew Guttormsen is the Co-Founder of, a flexible community space for teachers and businesses. In this episode, we discuss how Circle is tailored to fit some of the core problems around building community. We get into why certain features exist, and I think that this will help shed light on many ideas around community building that you may have not considered.
Sep 17, 2020 36 min

Dan Hunt – Community as a Publishing Service (Compound)

Dan Hunt is the creator of Compound, a community for aspiring writers and publishers looking for help in their process. Dan has a really diverse and unique background of building products and companies, and so I was really interested to hear about his perspective on community building. To Dan, the community should help you accomplish something, which is exactly what he's built with his writers group that helps you edit, research and develop your writing to a higher standard.
Sep 10, 2020 42 min

Khe Hy – The Magic of 10k Work (Radreads)

Khe Hy is the writer of RadReads. He's also a Notion Pro, launching his new course Supercharge your Productivity with Notion (linked below). What I love about Khe is his blend of focus and productivity work with his care for community and helping people transform. In this show we talk about how he pursues his own path when creating courses, and the difference between "$10 and $10,000 work." RadReads: Link to his Notion course:
Sep 03, 2020 47 min

Anna Gát – Building a Global Intellectual Community (Interintellect)

Anna Gát is the creator and organizer of the InterIntellect, a global forum for intellectual discussions and remote salons. We discuss how she got this global movement started as well as how she followed her own path launching and building this community.
Aug 28, 2020 38 min

Adrian Alfieri – Personal Wellness and Community (The Proof)

Adrian Alfieri is an investor and the creator of The Proof, a collection of interviews with top founders about their wellness habits and attitudes towards self-care. Adrian is one of the best networkers I know (without trying) and we discuss how he percieves building community around his interest in wellness.
Aug 24, 2020 46 min

Ben Tossell: Quickly Shipping Side Projects (Makerpad)

Ben Tossell is the founder of – a no-code community for learning to build and ship projects without writing any code. Ben turned his side project into a full time, funded business and community at the heart of this industry. Side-note, I also work closely with Ben and his team.
Aug 23, 2020 30 min

Kaleigh Moore: Freelancer Networks (Copywriter)

Kaleigh Moore is a freelance copywriter, course instructor, podcaster, and blogger for top companies in the Fortune 500 and startups. She's also the student, turned instructor of the Creative Class, which is a Freelancer course co-created with Paul Jarvis. Her site: Creative Class:
Aug 22, 2020 30 min

Dan Shipper: Following your Career Thread (Superorganizers)

Dan Shipper is the writer of Superorganizers on Substack as part of the Everything Bundle. Learn more about the host:
May 21, 2020 33 min

[Full Conversation] Navigating Life with Ease with Kirat Randhawa

Learn more about Kirat here:
May 19, 2020 9 min

[Introduction] Kirat Randhawa, A Kind Rupture

Learn more about Kirat here: