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16 May 2026
28m

A Free Social Security Analysis Tool, and the Yield on the S&P 500 Hits an All-Time Low

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Motley Fool Hidden Gems Investing

Optimal Social Security claiming strategies hinge on managing longevity risk rather than simply maximizing immediate payouts. Mike Piper, a CPA and creator of OpenSocialSecurity.com, argues that delaying benefits serves as a powerful risk-reduction tool, particularly for married couples where the higher earner’s decision significantly impacts long-term household income and survivor benefits. Contrary to common misconceptions, delaying Social Security does not require predicting one's death; instead, it functions as a bond-equivalent asset that provides inflation-adjusted, lifelong income. Tax-efficient strategies, such as utilizing lower-income windows for Roth conversions and reducing future required minimum distributions, further bolster the case for waiting. Ultimately, effective retirement planning requires building a margin of safety against market volatility and medical costs, acknowledging that many retirees eventually find themselves with more resources than initially anticipated.

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