Hello Chaos

Ep. 219 DeMario McIlwain - Being Early To AI Cost Him

Episode Summary

In this episode, Dr. DeMario McIlwain shares his journey from training and development to pioneering AI-driven digital humans and avatars. He discusses the ethical considerations, technological innovations, and the future of AI in business and society, emphasizing the importance of human oversight and responsible use. In this episode, Dr. DeMario McIlwain shares insights on innovation, adapting to technological change, and the importance of strategic decision-making in business. Discover how curiosity drives success and the role of AI in future business models.

Episode Notes

DeMario McIlwain built the future before there was a market for it, and the head start cost him more than it paid. He was teaching prompt engineering before ChatGPT existed, and he became the first in the US to put AI avatars in front of a learning platform, back when the rest of the world was still arguing about Bitcoin. Being early got him on the news and in the magazines. It also handed him a problem nobody warned him about. The moment everyone else caught up, the $20K he paid a Tel Aviv company to license that avatar tech turned into something anyone could buy for $5 a month.

A self taught developer who calls himself a rogue YouTube scholar, DeMario came up as a touring musician who learned to see code the same way he heard a song, by ear. No Silicon Valley, no Ivy League, no computer science degree, just a Carolina kid who kept reading until he could build things his own peers swore would never scale. Now he runs Skilldora as a human first shop that refuses to automate a founder out of their own business, even for a big check, and he spends his days pulling people out of both camps, the ones too scared of AI to touch it and the ones letting it run them into the ground. His story is the one every early founder eventually lives, the reward and the punishment of being early, and what it takes to keep pivoting when the market moves faster than you do.

Here is what being early taught him.

1️⃣ Being First Is A Cost, Not A Trophy
DeMario became a news story for being early to AI avatars, then watched the whole category commoditize the exact thing that made him special. The $20K tech he licensed now runs $5 a month. If your edge is being first, you are renting it, not owning it, and the day everyone catches up is the day your moat becomes a monthly fee. Build the next thing while you are still ahead, because the lead never lasts as long as it feels like it will.

2️⃣ Keep A Human On The Controls
DeMario runs a human first shop and will turn down a big check before he automates a founder out of their own business. He is all in on AI as a tool, but he has watched company after company let the tool define their process instead of the other way around, and it breaks every single time. The move is not more AI. It is knowing your own process well enough to decide where AI actually belongs.

3️⃣ Proof Beats The Title Every Time
Anybody with a weekend certificate is calling themselves an AI expert now, the same way anybody with a laptop started calling themselves a producer. DeMario's filter is dead simple. Ask to see the work. If someone wants to rebuild your business but cannot show you one thing they have built, including for themselves, keep your wallet closed. In a gold rush, the people selling shovels always

Timestamps

0:00 How a camera problem turned him into an AI first mover
2:40 The experts who hated how they looked on video
3:40 The Tel Aviv tech that let him clone people
4:38 Becoming the first in the US to teach with AI avatars
6:08 Why he spends his time debunking AI fear instead of selling it
9:37 Meet Ethan, the AI assistant who started calling him Doc
11:24 The day his own AI told him he was scope creeping
13:43 The AI experiment that should make every founder pay attention
15:03 He directed the movie, now he is watching it from the audience
22:33 No Silicon Valley, no Ivy League, built it anyway
23:02 Walking in the room and getting mistaken for the sales rep
36:00 He had a prompting course up before ChatGPT existed
39:38 The category exploded and the pivot never stopped
40:00 The $20K edge that now costs five dollars a month
47:43 The one word he uses for the whole journey
53:07 Why investors will not fund you without AI now
1:06:52 How to spot a fake AI expert before you pay them

DeMario has been early to every AI wave and has the scars to prove it, so if you want to see where he thinks all of this is heading next, find him here.

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