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Home›Expert Advice›When is the Best Month to Start Claiming Social Security?

When is the Best Month to Start Claiming Social Security?

By Our Editorial Team  |  Published September 2, 2025

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Insider Tips the Agencies Won’t Tell You

Financial planning is about understanding the rules of the system and using them to your advantage. Here are a few insider tips related to Social Security timing that you won’t find on a pamphlet.

Tip 1: Always Watch Third-Quarter Inflation

As we’ve discussed, the COLA is your friend. Make a habit of watching economic news from July through September. If you see reports of high inflation, that’s your signal that a large COLA is likely on its way. This is the trigger to consider the “wait until January” strategy if you are planning to file for benefits in the last quarter of the year (October, November, or December). This applies whether you are claiming at 63, 67, or 70. The higher your base benefit, the more impactful this strategy becomes.

Tip 2: The “Do-Over” Withdrawal of Application

What if you start your benefits and immediately regret it? The SSA has a little-known provision that acts as a mulligan. You can withdraw your Social Security application within 12 months of first claiming. There are two major catches: you can only do it once in your lifetime, and you must repay every single dollar you (and any family members who claimed on your record) have received. This isn’t a loan; it’s a complete reset. Why do it? It could be a powerful move if you claimed early out of fear, but then got a new job or inheritance and no longer need the income. Withdrawing the application erases your claim, allowing your benefits to continue growing as if you had never filed.

Tip 3: Don’t Be Tempted by Retroactive Benefits Without a Plan

If you claim after your Full Retirement Age, the SSA may offer you a lump-sum payment for up to six months of retroactive benefits. This sounds wonderful—who wouldn’t want a check for tens of thousands of dollars? But it comes with a permanent cost. Accepting the retroactive payment means your ongoing monthly benefit will be calculated as if you had started claiming six months earlier. This results in a lower monthly check for the rest of your life. It effectively undoes six months of delayed retirement credits. This move should only be considered in specific, urgent situations, such as a medical emergency requiring a large, immediate cash infusion. For most people focused on long-term income, it’s a bad trade.

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