The S&P 500 Rose Nearly 40% in Two Years as the 55+ Workforce Rate Shrunk. At 63, Selling Investments to Retire Early Isn’t Social Security Earnings.
Quick Read
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Selling investments to cover living expenses does not trigger Social Security’s earnings test, which only counts wages and net self-employment income.
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Claiming Social Security at 63 locks in just 75% of the full benefit, shrinking a $2,500 monthly check to roughly $1,875 permanently.
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Capital gains from investment sales won’t trigger benefit withholding but can make up to 85% of Social Security benefits taxable income.
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You are 63. Your brokerage statement looks better than it did two years ago, the office feels heavier than it used to, and walking away has started to feel less like a fantasy and more like a plan. The S&P 500 has been setting fresh records in 2026 and is up nearly 38% from about this time in 2024. Meanwhile, the labor-force participation rate for Americans 55 and older stood at 36.9% in July.
Those numbers do not prove the market is pushing older Americans into retirement. They do frame a common question: if a 63-year-old quits working, claims Social Security and sells investments each month to replace his paycheck, will those sales trigger the rules that penalize people who keep working? No. Social Security does not treat investment sales as work.
Why the Brokerage Account Is Invisible to the Earnings Test
The retirement earnings test applies before full retirement age (FRA), which is 67 for someone turning 63 in 2026. This year, Social Security withholds $1 in benefits for every $2 of earnings above $24,480 for someone below FRA all year. The key is earnings. Social Security counts wages from a job and net earnings from self-employment. It does not count pensions, annuities, interest or investment income toward that limit.
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Selling stock from a personal investment portfolio therefore does not become Social Security earnings just because the money replaces a paycheck. Even a large sale that produces a capital gain can leave the earnings test untouched. A part-time consulting job is different. Net self-employment income can count. Social Security cares about where the money came from, not which bill it pays.
