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2027 Social Security COLA: Is a Bigger Check Really Good News?

A bigger number on the check isn’t the same as a bigger life it can actually pay for.

Hello, my dear reader,

Every year, as the Social Security announcement approaches, the same reaction arrives…

Relief. A bigger check on the way — which sounds, at first glance, like uncomplicated good news.

And it may be. But I want to invite you to look a little past the number.

The COLA — the Cost-of-Living Adjustment, Social Security’s annual inflation raise — exists precisely to try to protect retirees’ purchasing power. For 2027, current projections hover around 3.5% to 3.6%, depending on the source. Worth remembering: that number isn’t official yet — the Social Security Administration typically announces it in mid-October, based on third-quarter inflation data.

But here’s the part the headlines rarely mention: a bigger COLA doesn’t automatically mean more purchasing power. The raise tracks an inflation index — and the index isn’t your life. It’s an average. Your reality is made of specific expenses: housing, food, insurance, and above all, healthcare. If those costs rise faster than the raise, the check grows on paper while it shrinks in practice.

This is why Social Security was never meant to be read as an isolated number. It’s one piece of a much larger retirement-income strategy — and what matters isn’t only how much comes in, but what that money actually has to cover.

So before you celebrate (or lament) the percentage, I invite you to ask the question that truly matters:

“The question isn’t just ‘How much will Social Security increase?’ It’s ‘How much purchasing power will that increase actually give me?’”

A bigger check is welcome.

But what holds up your retirement isn’t the size of the raise — it’s what that raise can actually pay for.

Always with you, Pri ✨

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