10 Time Tested Rules For Investing
Master 10 timeless rules to build a resilient portfolio—from prioritizing cash flow to avoiding emotional traps. Learn why true investing means owning businesses, not just trading tickers.
The Rules That Don’t Change—Even When the Market Does
Markets evolve. Headlines scream. Trends come and go.
But the smartest investors? They follow a playbook built on discipline, logic, and long-term thinking.
This lesson covers 10 time-tested rules that anchor your investing strategy through every boom, bust, and distraction.
Rule 1: Think for Yourself
The crowd is usually late—and often wrong. Great investors zig when others zag. That means questioning the herd, tuning out noise, and acting based on your own conviction.
Example: Buying quality stocks during the 2020 COVID crash while others panic-sold.
Rule 2: Focus on Free Cash Flow (FCF)
Formula: Operating Cash Flow − Capital Expenditures
FCF is what’s left after the bills are paid. It’s how companies fund growth, pay dividends, buy back shares, and weather downturns.
Example: Apple’s $100B+ annual FCF powers innovation and rewards shareholders.
Rule 3: Don’t Overestimate Your Abilities
Even legends like Charlie Munger admit that luck plays a role. Track your decisions in a journal to distinguish between skill and timing.
Confidence is good. Overconfidence kills.
Rule 4: Keep Your Emotions Out of It
Fear makes you sell low. Greed makes you chase highs. Both destroy returns.
Automate your investing
Revisit your thesis during volatility
Ask: Has anything actually changed?
Rule 5: You Don’t Have to Swing at Every Pitch
Warren Buffett’s baseball analogy: You can wait for the fat pitch.
Ignore the noise. Be patient. Great opportunities are rare—and worth waiting for.
Rule 6: Invest in What You Know
Peter Lynch preached it, and it still holds.
Notice the brands, services, and technologies you use every day. If you understand how the business makes money, you’ve already got an edge.
Rule 7: Avoid Day Trading
Less than 10% of day traders succeed.
Apps gamify trading. Volatility gets mistaken for opportunity.
Investing is owning a piece of a real business—not chasing candles on a chart.
Rule 8: Hold for 5+ Years
Think like an entrepreneur, not a speculator.
Case Study: Holding Costco since 2010 = 800%+ return
Customer loyalty. Consistent execution. Patience rewarded.
Rule 9: Ignore Stock Tips from Non-Experts
By the time it hits Twitter, TikTok, or CNBC, it’s already priced in.
Focus on ideas, not hype. Do your own research. Develop your own edge.
Rule 10: Treat Stocks Like Business Ownership
One share makes you a part-owner. Start thinking that way.
Tesla isn’t just a ticker—it’s a clean energy company with real factories, real customers, and real innovation. That perspective helps you hold through the noise.
Why These Rules Work
Risk Reduction: They keep you out of trouble during hype cycles
Compound Growth: They encourage long-term behavior, not chasing fads
Mental Clarity: They simplify analysis and decision-making
These aren’t just rules—they’re guardrails.
Tools for Staying Disciplined
Finviz / TradingView – Use stock screeners to filter by FCF, sector, debt, and valuation metrics
Journaling Apps – Track your decisions and emotional triggers with tools like Evernote or Notion
Quarterly Reviews – Set time aside every 3 months to review holdings, not every 3 hours
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Exercises: Reinforce Your Core Principles
1. Quick Reference Checklist
Download the Action Checklist for Time-Tested Investing Rules to keep these principles top of mind as you review stocks, build positions, or reevaluate your portfolio.
2. Think Like a Value Investor
Explore the Five Key Principles of Value Investing framework:
Intrinsic value
Margin of safety
Business fundamentals
Long-term mindset
Price vs. worth
Use this to sharpen your instincts and deepen your analytical approach.
Coming up: we’ll move from timeless rules to more advanced strategy—tactics that give experienced investors a clear edge in today’s evolving markets.
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QUIZ
1. Which metric is highlighted as most important because it lets companies raise dividends, repurchase shares, invest in R&D, and pursue M&A?
2. Friends brag about a 1,000% gain and you feel FOMO. Which mindset from the rules best applies?
3. Which activity is discouraged unless you make it a full-time job?
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Disclaimer: This course is for educational purposes only and does not constitute financial advice. Investing involves risk; please consult a licensed professional and review the full disclaimer at American Dream Investing.
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