May 23, 2026

I Asked ChatGPT the Best Month To Claim Social Security — The Answer Isn’t So Simple

Written by Jordan Rosenfeld
|
Edited by Amen Oyiboke-Osifo
Discover a crisp new $100 bill partially laid over the standard blue and white Social Security card

Most of the advice about claiming Social Security focuses on choosing the “right” age — 62, 67 or 70. But the month you claim may also matter.

I asked ChatGPT to help me dig deeper into Social Security Administration data to find out exactly when the ideal month to claim Social Security is.

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The month you claim matters, but there isn’t a single best month to claim Social Security, ChatGPT said.

Social Security benefits are calculated monthly, not annually, with adjustments applied for each month you claim before or after your full retirement age, according to the Social Security Administration. So, every month you delay or claim early, your benefit changes slightly — even if only by a fraction of a percent.

For those with lower retirement savings or income, even that fraction may be important.

If your goal is to maximize your monthly benefit, later is better, ChatGPT said.

Once you reach your full retirement age (around 67 for most younger retirees), your benefit increases every month you delay up to age 70. Delayed retirement credits increase benefits on a monthly basis, adding up to about 8% more per year.

That means claiming in January versus December of the same year can add up to a measurable difference. Also, waiting even a few extra months can permanently increase your baseline benefit.

If you’re claiming early, especially at age 62, the month may matter more if you’ve got a cash flow problem.

Since Social Security pays benefits monthly, based on your eligibility and payment schedule, ChatGPT said claiming earlier in the year can:

  • Get benefits flowing sooner

  • Reduce the gap between stopping work and receiving income

  • Help smooth out a transition year financially

However, remember that claiming earlier locks in a permanently reduced benefit.

If you plan to work while collecting Social Security before full retirement age, you need to be aware of a Social Security rule known as the “earnings test," which can reduce your benefits if you earn above certain limits. But in your first year of retirement, the Social Security Administration applies an exception that allows you to receive full benefits for any month you are considered retired in that year, regardless of your total annual earnings.

So, if you claim later in the year after stopping work, you may avoid reductions.

The Internal Revenue Service calculates tax on Social Security benefits based on your total annual income. So starting benefits earlier in the year can increase how much income shows up on your tax return.

At the same time, Medicare premiums are tied to income thresholds, so higher reported income in a given year can lead to higher premiums down the line.

In some cases, waiting just a few months can help you manage your income more efficiently across tax years.

The exact best month to claim Social Security does not have a universal answer, but ChatGPT suggested these ideal scenarios:

  • Best for maximum benefit: As late as possible, ideally closer to age 70

  • Best for immediate income needs: Early in the year, when you need cash flow

  • Best if you’re still working: After your income drops, often later in the year

  • Best for tax planning: Often later in the year to manage annual income

To choose the best strategy, work with a retirement planner or financial advisor to plan ahead.

This article was provided by MoneyLion.com for informational purposes only and should not be construed as financial, legal or tax advice.

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Written by
Jordan Rosenfeld
Amen Oyiboke-Osifo
Edited by
Amen Oyiboke-Osifo