The Future of Marketing Isn’t Courses w/ Ryan Deiss | Ep 395
The Futur with Chris Do
Bootstrapping with Limits and Reinvesting Profits
Ryan shares how he used an emergency card and reinvested revenue to fund more licenses and production.
In this episode, Chris Do sits down with entrepreneur and Digital Marketer founder Ryan Deiss to explore how his early ventures shaped a multimillion-dollar business empire and what led to his public “retirement” from online courses.
Ryan unpacks his journey from selling eBooks in college to scaling a $200M portfolio and why he believes adaptability is the key to long-term success. They discuss what happens when business identity and personal identity collide, the decline of digital courses, and how AI is reshaping the marketing landscape.
Timestamps
(00:00) - Intro
(01:04) - $200M portfolio snapshot
(03:38) - First client, no skills
(05:23) - Risk time, not money
(07:11) - Who you serve lesson
(09:26) - SEO baby-food eBook
(12:42) - From maker to publisher
(15:19) - Licensing flat-fee deals
(20:18) - Six-month job, quit
(28:41) - Course revenue collapse
(34:25) - Hard pivot calculus
(39:46) - Identity, failure, recovery
(41:28) - Message to entrepreneurs
(48:37) - Pivot to AI services
(52:41) - 10-80-10 AI workflow
(54:56) - Sell certainty, outcomes
(01:02:13) - Transformation vs. identity
Check out today's guest, Ryan Deiss:
LinkedIn: https://www.linkedin.com/in/ryandeiss
Website: https://www.ryandeiss.com/
Instagram: https://www.instagram.com/ryandeiss/
Check out The Futur:
Website: https://www.thefutur.com/
Courses: https://www.thefutur.com/shop
Linkedin: https://www.linkedin.com/company/the-futur/
Podcasts: https://thefutur.com/podcast
Instagram: https://www.instagram.com/thefuturishere/
Facebook: https://www.facebook.com/theFuturisHere/
Twitter: https://x.com/thefuturishere
TikTok: https://www.tiktok.com/@thefuturishere
Youtube:https://www.youtube.com/thefuturishere
Check out Chris Do:
Website: https://zaap.bio/thechrisdo
LinkedIn:https://www.linkedin.com/in/thechrisdo/
Facebook:https://www.facebook.com/BizOfDesign
Instagram:https://www.instagram.com/thechrisdo/
Twitter:https://x.com/thechrisdo
TikTok:https://www.tiktok.com/@thechrisdo
Threads:https://www.threads.net/@thechrisdo
Zaap: https://zaap.bio/thechrisdo
Clubhouse:https://www.clubhouse.com/@thechrisdo
Behance: https://www.behance.net/chrisdo
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