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My First Million
My First Million•December 22, 2025

How to get rich with stocks (without math, charts or models)

A seasoned investor reveals his unorthodox "observational investing" strategy of leveraging social media trends and consumer behavior shifts to generate massive returns, turning $20,000 into nearly $70 million over 17 years by identifying information asymmetries before the market catches on.
Solo Entrepreneurs
Creator Economy
Angel Investing
Venture Capital
Stock Market Investing
Peter Lynch
Warren Buffett
Shaan Puri

Summary Sections

  • Podcast Summary
  • Speakers
  • Key Takeaways
  • Statistics & Facts
  • Compelling StoriesPremium
  • Thought-Provoking QuotesPremium
  • Strategies & FrameworksPremium
  • Similar StrategiesPlus
  • Additional ContextPremium
  • Key Takeaways TablePlus
  • Critical AnalysisPlus
  • Books & Articles MentionedPlus
  • Products, Tools & Software MentionedPlus
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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

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Podcast Summary

Chris Camillo shares his journey of turning $20,000 into over $70 million through "social arbitrage investing" - a unique methodology that focuses on observational investing rather than traditional fundamental or technical analysis. (01:31) He explains how he identifies changes in consumer behavior, culture, technology, or any other shifts in the world before they're widely recognized by institutional investors, then connects these observations to publicly traded companies that would benefit or be harmed by these changes.

  • Main theme: How regular investors can outperform Wall Street by leveraging conversational data and observational insights that institutional investors overlook due to their focus on traditional metrics

Speakers

Chris Camillo

Chris Camillo is the author of "Laughing at Wall Street" and has achieved approximately 75% annualized returns over 17-18 years starting with $20,000 in 2007. He was ranked as the #1 investor on Covestor tracking service among 40,000 accounts and has been featured on Fox Business discussing his investment methodology. He co-founded and sold Ticker Tags, a social media sentiment analysis platform for hedge funds, to Jefferies Bank.

Shaan Puri

Shaan Puri is the host of My First Million podcast and a successful entrepreneur. He built his wealth from broke to $25 million by age 30 and focuses on identifying money-making opportunities and business strategies. He's known for his practical approach to wealth building and entrepreneurship.

Key Takeaways

Focus on Information Asymmetry, Not Valuation

Camillo's core principle is entering positions when you know something meaningful that others don't, and exiting when that information becomes widely known. (02:47) He emphasizes that he doesn't look at PE ratios, stock prices, or traditional valuations - only whether new information exists that isn't yet reflected in the stock price. This approach worked spectacularly with Palantir at $30/share, which many criticized as overvalued, but Camillo saw new information about their AI capabilities that wasn't yet understood by the market.

Mine Conversational Data Where Wall Street Doesn't Look

While institutional investors spend millions on transactional data like credit card receipts, Camillo focuses on conversational data from social media platforms. (22:36) He spends 3-4 hours nightly reading TikTok comments because that's where people express genuine interest before making purchases. This approach helped him identify the E.L.F. Cosmetics opportunity after a Jeffree Star video, when a Wall Street analyst covering the stock had never even heard of the influential beauty creator.

Target Demographic Blind Spots of Traditional Investors

Camillo specifically looks for changes in consumer behavior among demographics that typical Wall Street investors (older, white, Northeastern males) don't understand well - particularly female-oriented and youth-oriented trends. (19:18) This gave him massive advantages in trades like the Victoria's Secret decline due to the bralette trend, Snapple's problems with shelf space competition, and various beauty and lifestyle brand opportunities that traditional analysts missed.

Use Leverage Strategically with Proper Risk Management

Camillo uses 5-10% of his portfolio per high-conviction trade via options, allowing for significant upside while limiting downside risk. (50:25) During COVID, he lost 40% of his portfolio over several weeks betting against the market before it finally turned, but this disciplined approach to position sizing prevented total ruin and allowed him to capitalize when his thesis proved correct, ultimately generating 370% returns that year.

Create Separate "Big Money" Accounts Through Lifestyle Trade-offs

Rather than risking retirement money, Camillo advocates creating separate risk capital through small daily savings - making coffee at home, clipping coupons, mowing your own lawn. (69:15) When you view each saved dollar as potentially worth $100 through successful leveraged investing, these small sacrifices become meaningful. This psychological separation allows for aggressive investing without jeopardizing essential financial security.

Statistics & Facts

  1. Chris Camillo has achieved approximately 75% annualized returns over 17-18 years starting with $20,000 in 2007, generating over $70 million in gains. (05:23) He mentions being audited regularly and expects to maintain this performance through his upcoming 18th year.
  2. During his best year around COVID, Camillo made $30 million in a single year with 370% annualized returns. (54:13) This was achieved by first shorting the market and travel stocks during the pandemic, then going long on companies like Peloton, Shopify, and Amazon that would benefit from lockdowns.
  3. Camillo has invested in 160 early-stage companies over 20 years as a venture investor, achieving only average returns of 10-12% annually. (43:32) This stark contrast with his public market success led him to realize he was "cutting his flowers to water his weeds" by taking profits from his successful strategy to fund his less successful one.

Compelling Stories

Available with a Premium subscription

Thought-Provoking Quotes

Available with a Premium subscription

Strategies & Frameworks

Available with a Premium subscription

Similar Strategies

Available with a Plus subscription

Additional Context

Available with a Premium subscription

Key Takeaways Table

Available with a Plus subscription

Critical Analysis

Available with a Plus subscription

Books & Articles Mentioned

Available with a Plus subscription

Products, Tools & Software Mentioned

Available with a Plus subscription

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