December 20, 2025

The Most Important Ages in Retirement Planning and What Each One Means for Your Money

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When I walk people through retirement planning, the turning point always comes when they realize how many of the rules revolve around specific ages. A few key birthdays determine when you can save more, withdraw without penalty, access Medicare, take Social Security, and even roll certain accounts into others. So today, I’m breaking down the most important ages in retirement planning and what each one means for your financial future.


Let’s start with one of the newest and most useful rules: rolling a 529 college fund into a Roth IRA. If you’ve been saving for a child or grandchild and didn’t use all the funds, you can move up to $35,000 into a Roth IRA as long as the 529 account has been open for at least fifteen years. It’s a powerful way to turn unused education money into tax-free retirement growth. And if your student earns scholarships, you’re allowed to withdraw that same scholarship amount from the 529 without paying the 10% penalty.
Age fifty is an important milestone for retirement savers. This is when catch-up contributions begin. Once you hit 50, you can put an extra $7,500 into your 401(k) every year. For IRAs and Roth IRAs, you get an additional $1,000 on top of the standard contribution limit. These catch-up amounts may seem small, but consistent investing in your fifties often makes the biggest difference in whether retirement feels stable or stressful.


At age fifty-nine and a half, the rules finally loosen. This is the age when you can withdraw money from your traditional IRA, Roth IRA, or 401(k) without paying the 10% early withdrawal penalty. Taxes may still apply, depending on the type of account, but the penalty disappears. For many, this age creates breathing room to bridge the gap between retirement and Social Security.
Speaking of Social Security, age sixty-two is the earliest you can claim benefits. But claiming early comes with permanent reductions often around 25% to 30% lower than your full benefit. Full retirement age somewhere between sixty-six and sixty-seven depending on your birth year is when you receive your full monthly benefit with no reductions. And age seventy is the absolute maximum; waiting until then gives you the highest possible Social Security benefit, thanks to delayed credits of about 8% per year.


Medicare eligibility begins at age sixty-five, and this is one age you don’t want to ignore. Even if you’re still working, it’s worth comparing your employer plan to Medicare. Health costs in retirement can be enormous, and missing enrollment windows can lead to lifelong penalties.


Then there’s age seventy-three, the point when the IRS steps in and says, “It’s time to start withdrawing.” This is the age when required minimum distributions RMDs begin for traditional IRAs and 401(k)s. Roth IRAs are exempt, but Roth 401(k)s are not unless you roll them over. RMDs are taxable and can push retirees into higher tax brackets if they haven’t planned for them.
And no matter your age right now, the most important message I share is this: start investing early, start investing consistently, and aim to save at least 15% of your income once you’re out of debt and have an emergency fund in place. Retirement success isn’t built in your sixties it’s built over decades. These age-based rules simply guide you along the way.

All writings are for educational and entertainment purposes only and does not provide investment or financial advice of any kind.

Author

  • You can catch me in the morning on Coffee with Kem and Hills, or Friday nights on The Wine Down. We talk about what happens with personal finances on a daily basis, or what effects women and their money the most.

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