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Prompt to Optimize Social Security Claiming Strategy

Get a personalized Social Security maximization analysis — including break-even ages, spousal benefit strategy, and lifetime income comparisons — by pasting this prompt into Claude.

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Prompt 5: The Social Security Maximizer Paste this into Claude word for word: "Act as a Social Security optimization specialist and retirement income strategist. Here is my situation: I am [age] years old. My spouse is [age] years old. My estimated Social Security benefit at age 62 is $[amount], at full retirement age of [FRA age] is $[amount], and at age 70 is $[amount]. My spouse's estimated benefit at 62 is $[amount], at FRA is $[amount], and at 70 is $[amount]. My current health is [good/average / below average], and my family's longevity history is [brief description]. We have $[portfolio amount] saved and plan to retire at [age]. We have [other income sources, if any]. Given all of this, do the following: Calculate the break-even age for each claiming strategy, meaning at what age I come out ahead by waiting versus claiming early. Model the three most common claiming strategies for a married couple, one spouse claims early and one delays, both delay to 70, and both claim at FRA, and show me the lifetime income difference between them. Tell me which strategy maximizes our combined lifetime Social Security income based on our ages and health. Explain exactly how the spousal benefit works and whether my spouse should claim on their own record or mine. And show me how Social Security fits into our overall retirement income plan alongside our portfolio withdrawals. Be specific with dollar amounts and timelines." What you get: A lifetime Social Security optimization analysis that specialized advisors charge $500 to $1,000 to run.

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Get a personalized Social Security maximization analysis — including break-even ages, spousal benefit strategy, and lifetime income comparisons — by pasting this prompt into Claude.

Prompt

Act as a Social Security optimization specialist and retirement income strategist. Here is my situation: I am [age] years old. My spouse is [age] years old. My estimated Social Security benefit at age 62 is $[amount], at full retirement age of [FRA age] is $[amount], and at age 70 is $[amount]. My spouse's estimated benefit at 62 is $[amount], at FRA is $[amount], and at 70 is $[amount]. My current health is [good/average / below average], and my family's longevity history is [brief description]. We have $[portfolio amount] saved and plan to retire at [age]. We have [other income sources, if any]. Given all of this, do the following: Calculate the break-even age for each claiming strategy, meaning at what age I come out ahead by waiting versus claiming early. Model the three most common claiming strategies for a married couple, one spouse claims early and one delays, both delay to 70, and both claim at FRA, and show me the lifetime income difference between them. Tell me which strategy maximizes our combined lifetime Social Security income based on our ages and health. Explain exactly how the spousal benefit works and whether my spouse should claim on their own record or mine. And show me how Social Security fits into our overall retirement income plan alongside our portfolio withdrawals. Be specific with dollar amounts and timelines.

Why it works

The prompt front-loads a rich personal data profile — ages, benefit estimates at three claiming ages, health status, longevity history, portfolio size, and other income — which forces the model to perform arithmetic grounded in the user's actual numbers rather than offering generic advice. This mirrors exactly what a human advisor would collect in an intake meeting before running projections. By explicitly requesting break-even age calculations and a side-by-side comparison of three named claiming strategies, the prompt structures the output as a decision matrix rather than a narrative. This makes it easy to spot which option wins under different longevity assumptions, which is the core uncertainty in Social Security planning. The spousal benefit sub-question is a common blind spot: many couples don't know whether the lower-earning spouse should file on their own record or claim up to 50% of the higher earner's benefit. Making it an explicit required output ensures the model addresses the interaction between both spouses' strategies rather than treating them independently.

When to use

  • You're within 5–10 years of retirement and need to decide when to start claiming Social Security
  • You and a spouse have meaningfully different benefit amounts and want to understand the spousal benefit trade-offs
  • You want to coordinate Social Security timing with portfolio withdrawal sequencing (e.g., Roth conversions, RMDs)

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