Sky Yang (CEO) & Neo Lee (CTO) are Co-founders of Imagine AI, an AI-powered content engine that clones B2B founders—replicating their voice, context, and backstory to create scalable personal brands. Before Imagine AI, Sky was elected student body president at UCSD by 32,000 students at age 19, then secured $150 million in state funding for university housing through coalition-building and advocacy in DC, Sacramento and at the UC Board of Regents. He co-founded "Break the Outbreak," a nonprofit that delivered PPE across 18 states and 53 cities during COVID, earning commendations from Senator Dianne Feinstein and Congressman Eric Swalwell. Neo transferred from UCSD to Berkeley, then dropped out to build. He met Sky freshman year at a beach event—asking "Are you Skygodkingdom?"—before they went skydiving together and Neo cut Sky's hair in the woods after COVID.
Their catalyst was realizing founders were building in public on X but deals were happening on LinkedIn. After meeting advisor Gustaf, they pivoted distribution strategy to focus on where B2B founders actually live and transact. Sky calls this "content-market fit"—a state where your content hits your target customer every single time, creating scalable, repeatable inbound motion. They were fully booked from their first week post-YC launch, landing Series B customers. One founder messaged urgently, jumped on a 15-minute call, and paid on Stripe immediately. They recruited over Halloween weekend instead of partying. They hosted a yacht party with $10 billion in collective GDP (320 capacity, 750+ on waitlist). Neo's philosophy: "The product is just amplifying what we already are. Just be authentic." Sky's vision references Westworld: "Your agents will interact with each other instead of humans."
Key Topics Covered:
· What Imagine AI is: a chat-first AI clone with high-fidelity persona creation, subject matter expert interviews, and content engineering to hit content-market fit
· From X to LinkedIn: pivoting distribution to where B2B deals actually happen; Gustaf's advice on market selection
· Sky's origin arc: Chengdu → LA → Bay Area → UCSD student body president → $150M state funding advocacy → Break the Outbreak nonprofit
· Neo's journey: UCSD → Berkeley dropout → "Skygodkingdom" beach encounter → haircut in the woods → building startups pre-Imagine AI
· Content-market fit framework: when your content hits your customer every single time—scalable, repeatable motion with high-intent top-of-funnel inbound
· Week-one hypergrowth: fully booked post-YC launch, Series B customers, 15-minute Stripe close during conference, recruiting over Halloween
· Authenticity over algorithm: amplification not fabrication; the product shapes around you, not the other way around
· Building clones that replicate voice, context, backstory, heuristics, and cognition
· The $10B GDPyacht party: 320 founders, 3 DJs, 750 waitlist—building community as cultural moment
· The 'Westworld' thesis: AI agents interacting on your behalf
· Building in public as 2025 narrative: why founders do great work but nobody knows; solving discovery through personal brand at scale
· Design philosophy: one infinite content motion thread vs. scattered posts; AI handles artifacts, humans make strategic decisions
Chapters:
01:21 - The origin story: "Are you Skygodkingdom?"
02:00 - Neo cuts Sky's hair in the woods
02:36 - Sky's journey: Youngest student body president at UCSD
04:20 - Securing $150M in state funding for student housing
06:28 - The nonprofit during COVID
06:40 - How Imagine AI started: solving their own problem
07:15 - Launching on YC and getting booked solid
08:00 - Using their own product for personal branding
09:08 - What is "content-market fit"?
10:08 - The future: AI clones
11:09 - The $10 billion GDP yacht party in SF
12:11 - Where to find Sky, Neo, and Imagine AI
Where to find Sky Yang:
LinkedIn: https://www.linkedin.com/in/skyyang
X: https://x.com/skygodkingdom
Where to find Neo Lee:
LinkedIn: https://www.linkedin.com/in/neo-lky
Where to find Imagine AI:
Website: https://www.imagineai.me
LinkedIn: https://www.linkedin.com/company/ai-imagine
Where to find David Phillips:
LinkedIn: https://www.linkedin.com/in/davjphillips
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