Risk in Investing Is More Complex Than You Think episode artwork

EPISODE · Apr 24, 2026 · 26 MIN

Risk in Investing Is More Complex Than You Think

from The Investor Coaching Show with Paul Winkler · host The Investor Coaching Show

Most investors hear the word “risk” in investing and assume it only refers to the likelihood of losing all their money on an investment. Today, Paul explains why the concept of risk in investing is more complex, covering topics such as sequence of returns risk, benchmarking, and whether stock markets are riskier today than they were in the past. Later in the episode, Paul discusses a 20-year-old day trading rule that was recently overturned, which will likely generate more revenue for companies and increase risk for traders.   Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.   This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information. Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Most investors hear the word “risk” in investing and assume it only refers to the likelihood of losing all their money on an investment. Today, Paul explains why the concept of risk in investing is more complex, covering topics such as sequence of returns risk, benchmarking, and whether stock markets are riskier today than they were in the past. Later in the episode, Paul discusses a 20-year-old day trading rule that was recently overturned, which will likely generate more revenue for companies and increase risk for traders.   Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.   This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information. Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

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Risk in Investing Is More Complex Than You Think

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This episode is 26 minutes long.

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This episode was published on April 24, 2026.

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Most investors hear the word “risk” in investing and assume it only refers to the likelihood of losing all their money on an investment. Today, Paul explains why the concept of risk in investing is more complex, covering topics such as sequence of...

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