Hey, I'm Drew.
Here's my story.
From sneaker reselling at 17 to building AI companies and investing in the next wave.
The growth
The short version
Started early
Built a sneaker reselling business to $1M in revenue by age 17. Sold and exited at age 21.
AI and Computer Science
Studied computer science at Middlebury College and did AI research at Stanford University.
First AI startup
Built an AI social media startup during senior year of college and sold it that same year.
Investor
Joined Alumni Ventures - the most active venture firm in the United States - focusing on AI and cybersecurity startups.
Building an audience
Created The AI Debrief (100K+ subscribers) and the AI Academy community (2,000+ members).
Why I do it
Making AI accessible and helping people turn AI knowledge into real business results.
The four lanes
The AI Debrief
Weekly newsletter on AI + business, read by 100K+ founders and operators.
The AI Academy
Free community of 2,000+ members. Premium tier for those ready to monetize.
Content creation
Short-form AI content across X, Instagram, TikTok, YouTube, and LinkedIn.
Investing
Early-stage AI and tech companies through Alumni Ventures.