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: <a href="https://uk.linkedin.com/in/simonsquibb">⁠⁠⁠⁠⁠</a><a href="https://www.linkedin.com/in/jeffersonfisher">⁠⁠⁠</a><a href="https://au.linkedin.com/in/tanselali">⁠</a><a href="https://www.linkedin.com/in/ryandeiss">https://www.linkedin.com/in/ryandeiss</a>
Website: <a href="https://simonsquibb.com/">⁠⁠⁠⁠⁠</a><a href="https://www.jeffersonfisher.com/">⁠⁠⁠</a><a href="https://tanselali.com/">⁠</a><a href="https://www.ryandeiss.com/%20">https://www.ryandeiss.com/ </a>
Instagram: <a href="https://www.instagram.com/tansel.a.l.i/?hl=en">⁠</a><a href="https://www.instagram.com/ryandeiss/">https://www.instagram.com/ryandeiss/</a>

Check out The Futur:
Website: <a href="https://www.thefutur.com/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.thefutur.com/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Courses: <a href="https://www.thefutur.com/shop">⁠⁠⁠⁠⁠⁠⁠⁠https://www.thefutur.com/shop⁠⁠⁠⁠⁠⁠⁠⁠</a>
Linkedin: <a href="https://www.linkedin.com/company/the-futur/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/company/the-futur/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Podcasts: <a href="https://thefutur.com/podcast">⁠⁠⁠⁠⁠⁠⁠⁠https://thefutur.com/podcast⁠⁠⁠⁠⁠⁠⁠⁠</a>
Instagram: <a href="https://www.instagram.com/thefuturishere/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/thefuturishere/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Facebook: <a href="https://www.facebook.com/theFuturisHere/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/theFuturisHere/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Twitter: <a href="https://x.com/thefuturishere">⁠⁠⁠⁠⁠⁠⁠⁠https://x.com/thefuturishere⁠⁠⁠⁠⁠⁠⁠⁠</a>
TikTok: <a href="https://www.tiktok.com/@thefuturishere">⁠⁠⁠⁠⁠⁠⁠⁠https://www.tiktok.com/@thefuturishere⁠⁠⁠⁠⁠⁠⁠⁠</a>
Youtube:<a href="https://www.youtube.com/thefuturishere">⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/thefuturishere⁠⁠⁠⁠⁠⁠⁠⁠</a>

Check out Chris Do:
Website: <a href="https://zaap.bio/thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://zaap.bio/thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
LinkedIn:<a href="https://www.linkedin.com/in/thechrisdo/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/thechrisdo/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Facebook:<a href="https://www.facebook.com/BizOfDesign">⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/BizOfDesign⁠⁠⁠⁠⁠⁠⁠⁠</a>
Instagram:<a href="https://www.instagram.com/thechrisdo/">⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/thechrisdo/⁠⁠⁠⁠⁠⁠⁠⁠</a>
Twitter:<a href="https://x.com/thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://x.com/thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
TikTok:<a href="https://www.tiktok.com/@thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://www.tiktok.com/@thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
Threads:<a href="https://www.threads.net/@thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://www.threads.net/@thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
Zaap: <a href="https://zaap.bio/thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://zaap.bio/thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
Clubhouse:<a href="https://www.clubhouse.com/@thechrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://www.clubhouse.com/@thechrisdo⁠⁠⁠⁠⁠⁠⁠⁠</a>
Behance: <a href="https://www.behance.net/chrisdo">⁠⁠⁠⁠⁠⁠⁠⁠https://www.behance.net/chrisdo</a> Learn more about your ad choices. Visit <a href="https://megaphone.fm/adchoices">megaphone.fm/adchoices</a>

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