How to Network with Billionaires with Andrew Wilkinson | My First Million Ep. #174

About this video

Sam and Shaan discuss Andrew Wilkinson’s portfolio of companies and acquisition strategy. They explore Wilkinson’s approach to buying undervalued businesses with strong unit economics (Girlboss, Medimap), his venture investing philosophy during an overheated market, and his unconventional side projects like a health-focused bakery called Euphoria. The conversation also touches on capital allocation principles from outsider CEOs.

Key takeaways

• Andrew bought Girlboss after it burned through venture money; he rebuilt it as a lean 7-8 person operation focused on core revenue streams (newsletter, podcast, social ads) rather than expensive R&D projects, targeting $2-3M annual revenue as a floor with potential for $20-30M upside
• Medimap in Canada has built an unassailable network moat by capturing 86% of walk-in clinics; the initial 5-year investment was low-cost (just salaries and hosting) while building distribution that competitors cannot replicate, making it an ‘airport business’ ripe for layered monetization
• Andrew is cautious about venture valuations in the current market (comparing irrational exuberance to 1999), preferring to invest in proven founders he trusts; he uses capital allocation discipline—buying businesses cheaply, growing lean operations, and using stock to acquire assets—rather than chasing high-valuation startup trends
• Shaan’s Euphoria bakery project illustrates how successful founders can scratch personal itches (healthy, low-glycemic baked goods) with minimal upfront cost ($5-10K), building fun lifestyle businesses that improve their city while maintaining low operational risk

Episode details: published April 23, 2021 · 37K views · 1:28:54 long. Summary written by Self Growth Videos from the episode itself. The business ideas, figures and results discussed are the hosts’ and guests’ own claims, shared as brainstorming and entertainment — not verified facts and not investment advice.

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