I Am Future Proof with Keaton Olson

How to Scale Your B2B SaaS Brand With Sky Yang


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The “Dead Internet” theory is no longer a theory. It’s happening.

I sat down with Sky Yang, founder of Imagine AI, for the first episode of my new podcast, "I Am Future Proof."

His take? As AI creates more and more content, our digital world is becoming a sea of generic noise.

So how do you stand out when everyone has the same tools?

You double down on being human.

Here’s what we covered:

☑ Authenticity is your new moat. When everyone sounds like a robot, a genuine, human voice becomes the ultimate competitive advantage. People are tired of corporate jargon; they trust real personality.

In-person matters more than ever. As the internet gets noisier, trade shows and face-to-face meetings become even more critical. Sky sees this in SF, and we see it at Paramify. Real connections close deals.

The most future-proof skill isn't technical. It’s an interpersonal connection. Your ability to build trust and communicate one-on-one is the one thing AI can't replicate.

We also talked about the single best piece of advice for any founder (The Mom Test) and the under-the-radar AI tools he uses daily.

Learn more about ImagineAI here: https://imagineai.me/

Learn more about Sky Yang:  https://www.linkedin.com/in/skyyang/

The Mom Test clip i was talking about:    • Exploring Joshua Baron's Transition to a R...   at 47:30

Timestamps:

00:00 – Meet Sky Yang: CEO & Co-Founder of Imagine AI
00:40 – The “Aura Farming” LinkedIn Hook
01:08 – From Surfboards to AI Startups: The Founder Journey
03:39 – Why Personal Branding is the Future of Marketing
04:27 – Building a High-Fidelity Digital Persona
06:22 – The Vision: Your AI Twin Running Your LinkedIn
08:29 – Where AI is Headed in the Next 5 Years
11:32 – The “Dead Internet” Theory & Digital Twins
13:01 – Will In-Person Events Become More Valuable?
15:10 – Trade Show Hacks: How to Stand Out & Get Leads
17:22 – Imagine AI’s Event Strategy & ICP Targeting
18:39 – Sky’s Favorite Under-the-Radar AI Tool
21:43 – The Most Future-Proof Skill in an AI World
24:18 – Why Authenticity Beats Corporate Jargon
25:34 – Best Advice for B2B SaaS Founders
27:40 – The “Mom Test” & Avoiding Fluff Feedback
30:16 – Book & Essay Recommendations for Founders
32:14 – Sky’s Go-To AI Tools for Daily Work
35:33 – Fighting Content Burnout with AI
36:22 – AI Hype vs. What’s Actually Working
40:14 – How Sky Plans to Stay Future-Proof
42:19 – Dream Big, Set Goals, Go After Them

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I Am Future Proof with Keaton OlsonBy Keaton Olson