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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