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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