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The Futur with Chris Do

The Future of Marketing Isn’t Courses w/ Ryan Deiss | Ep 395

The Futur with Chris Do

The Futur

Arts, Education, Marketing, Design, Business, Self-improvement

4.9998 Ratings

🗓️ 6 November 2025

⏱️ 75 minutes

🧾️ Download transcript

Summary

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 Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

My next guest is someone I've had the pleasure of meeting in real life, IRL, and he's a fellow introvert.

0:05.7

And a person who you will probably already know, so once he starts talking, you'll know who he is in a second because he's an OG.

0:12.5

He's an OG in the space.

0:13.6

And the reason why we're having this conversation, among many of the reasons, are shared perspective on the world.

0:19.9

But mostly because he came out with a large

0:21.8

kind of attention-grabbing headline to say, I'm retiring. I'm not doing this thing anymore. Now,

0:26.9

he's not retiring from everything, just something very specific. I'm Ryan Dice, and you are listening

0:32.2

to the future. Ryan, for people who don't know who you are, can you please introduce yourself?

0:40.2

So I'm Ryan Dice. I founded a company called Digital Marketer about 20-ish years ago.

0:46.8

That's probably what I'm best known for, but in reality, I'm a serial entrepreneur.

0:51.0

I started my first company back in 1999 from my college dorm room so I could buy an engagement ring for my then girlfriend, now wife. And today, I'm a serial entrepreneur. I started my first company back in 1999 from my college dorm room so I could

0:54.6

buy an engagement ring for my then girlfriend, now wife. And today run a portfolio of companies

0:59.5

that collectively do about $200 million a year in revenue. So get to run businesses, scale businesses,

1:05.9

buy businesses, sell businesses, and tell people how we do it. It's a lot of fun. That's a lot of

1:10.2

business in the

1:10.9

businesses here and $200 million for most people. It's like a starting amount of money. It really is.

1:16.6

So before we get into the big announcement, can you take me back to 1999 in the dorm and you're like,

1:22.1

let me start a business? What conditions were present in that moment where you thought to yourself, Hey, in school, I need to make some money. A business is the way to go. So I was in college. I had a job. The job paid rent and food, but nothing else. So I knew if I was going to make any extra money, it was going to have to be on this, through some kind of a side hustle. And, you know, look, I'm going to the University of Texas. At that time, there was all this talk about how Michael Dell had started Dell computer from the dorm across the street from where I lived. It was the dot com era back when we called internet startups.coms. And I thought, hey, I'll try to start a dot com.

2:02.2

Well, I didn't know how to do that, but I thought maybe I'll try to get some work doing web

2:07.4

design. Now, keep in mind, I didn't know how to do web design, but I figured if I could get some

2:11.9

clients, I could teach myself how to do web design over the weekend. So I marketed myself as a web

2:17.2

designer, and I managed to get a client.

...

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