Investing Experts UnitedHealth, Hims & Hers, Gambling.com - value investing with Raul Shah
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Mar 18, 2026 Raul Shah, founder of DocShah Financial and value investor who manages concentrated, tax-aware portfolios. He discusses value investing principles, tax-gain harvesting and asset location, risk tolerance versus capacity, and deep dives into Hims & Hers, UnitedHealth, and Gambling.com with timelines, risks, and valuation focus.
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Value Investing Is Buying With A Margin Of Safety
- Value investing targets the biggest discount to intrinsic value to maximize returns for minimal risk.
- Raul Shah compares margin of safety to buying a $1,000 lemonade stand for $1 to show how low price relative to value makes investments nearly risk-free.
Avoid Letting Taxes Drive Trading Decisions
- Do not let tax consequences drive buy or sell decisions; focus on company value first.
- Use tax gain harvesting and proper asset location (Roth and brokerage for stocks) to reduce lifetime taxes.
Risk Means Overpaying Not Volatility
- Risk is overpaying for an asset, not volatility; buy cheap relative to intrinsic value to reduce true risk.
- Allocate more to stocks discounted 80% versus those discounted 50% and adjust weights by margin of safety.