Maximize Your Social Security Benefits With Tailored Strategies
With hundreds of filing possibilities, it pays to carefully weigh all your options and get creative about when and how to claim benefits so you can get the most out of your retirement.
In survey after survey, retirees say their No. 1 worry is that they’ll run out of money.
Recently, I polled my radio show listeners in the Palm Beach, Fla., area, and 86% said it’s their biggest financial concern.
The transition over the past few decades from traditional pensions to defined contribution plans has moved the responsibility of retirement saving and investing from employers to individuals. And it’s been a challenge, to say the least.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
That’s why now, more than ever, it’s important for retirees to maximize their Social Security benefits. It’s a guaranteed income stream that you’ve earned through your years of hard work.
Social Security is generally considered to be free from risk, as federal legislation known as the Social Security Guarantee Initiative Legislation, adopted in March 1999, establishes that anything that has to be done to keep Social Security will be done for this generation of Americans.
There are hundreds of Social Security claiming strategies
But you have to know how and when to take Social Security to maximize your benefits. Most people are amazed to learn there are more than 500 different claiming strategies and more than 2,000 governing rules. There are strategies for:
- married couples
- divorced couples
- domestic partnerships
- widows and widowers
Some are simple and straightforward, and some can be complicated and include multiple steps.
While the Bipartisan Budget Act of 2015 restricted the use of some Social Security claiming techniques (including the “file and suspend” method that was so popular with traditional married couples, especially when the husband made substantially more income than his wife), I tell my clients it’s like the old Alexander Graham Bell quote: “When one door closes, another opens.”
There are still many opportunities available to enhance your retirement security. But it helps to work with a financial professional who concentrates on creating income in retirement to help find a strategy — or combination of strategies — that will work for you.
How filing for benefits early paid off for one of my clients
For example, I have a client named John who was downsized from an executive position when he was 60 years old. Try as he might, he couldn’t find a job with a similar level of compensation, and he told me he was considering filing for Social Security as soon as he turned 62.
I’m sure he expected a lecture. Instead, I asked him, “Have you thought about filing at 60?”
I remembered that John, who was divorced, had been married for 17 years to a highly compensated dentist. She died of breast cancer and had never filed for Social Security, but he could file on her record as a surviving divorced spouse because their marriage lasted more than 10 years. Then he could switch to his own retirement benefit sometime after he turned 62.
A creative way to manage the Social Security earnings test
The only hiccup was that John would be limited in how much he could earn in the job he’d gotten in a cabinet-making shop. If he went over the annual limit (for 2017, that limit is $16,920), the government would deduct $1 for every $2 he was over.
So John negotiated with his new employer to separate his regular compensation ($300 a week for services he performed in the store) from the money he made in sales (for which he set up an S corporation, so it was considered the profit from his own business, not regular wages).
Now John’s own benefits are still growing, but his ex-wife’s benefits are helping him maintain a comfortable lifestyle.
It all comes down to your unique set of circumstances
Of course, John didn’t, and still doesn’t, know the 500-plus strategies for taking Social Security benefits – and frankly, neither do I.
But I do know that pretty much every single person I see has a unique situation that requires considerable research and coordination to maximize what he or she has coming. It’s all part of the comprehensive planning that a financial professional could be and should be offering you.
Retirement planning isn’t just about stocks and bonds and how much income you can derive from your portfolio. It’s about cash flow – and that means all your potential income streams.
There’s a misconception out there that Social Security is just for people who don’t have any other money to live on in retirement. But that’s not true. It’s the solid foundation for many retirees’ financial plans. According to the Social Security Administration, it’s the major source of income for most retirees.
Social Security is something every worker has earned – and everyone deserves to make the most of it that they can.
Kim Franke-Folstad contributed to this article.
Disclosure: John Convery is an Investment Advisor Representative of Retirement Wealth Advisors Inc. (RWA), an SEC Registered Investment Advisor. The Educated Wealth Center, RWA and Kiplinger are not affiliated.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

John Convery is the president and founder of The Educated Wealth Center, LLC. He has passed the series 65 securities exam and is a licensed insurance producer.
-
Changes Are Coming for This Invesco Bond FundThe Invesco BulletShares 2026 Corporate Bond ETF's bonds will mature in 2026. Here's what investors should do.
-
What Science Reveals About Money and a Happy RetirementWhether you’re still planning or already retired, these research-based insights point the way to your best post-work life.
-
7 Retirement Planning Trends: What They Mean for You in 2026From government shutdowns to market swings, the past 12 months have been nothing if not eventful. The key trends can help you improve your own financial plan.
-
7 Retirement Planning Trends in 2025: What They Mean for Your Wealth in 2026From government shutdowns to market swings, the past 12 months have been nothing if not eventful. The key trends can help you improve your own financial plan.
-
What Defines Wealth: Soul or Silver? Good King Wenceslas' Enduring Legacy in the SnowThe tale of Good King Wenceslas shows that true wealth is built through generosity, relationships and the courage to act kindly no matter what.
-
An Investing Pro's 5 Moves to Help Ensure 2025's Banner Year in the Markets Continues to Work Hard for You in 2026After a strong 2025 in the stock market, be strategic by rebalancing, re-investing with a clear purpose and keeping a disciplined focus on your long-term goals.
-
Introducing Your CD's Edgier Cousin: The Market-Linked CDTraditional CDs are a safe option for savers, but they don't always beat inflation. Should you try their counterparts, market-linked CDs, for better returns?
-
A 5-Step Plan for Parents of Children With Special Needs, From a Financial PlannerGuidance to help ensure your child's needs are supported now and in the future – while protecting your own financial well-being.
-
A Wealth Adviser Explains: 4 Times I'd Give the Green Light for a Roth Conversion (and 4 Times I'd Say It's a No-Go)Roth conversions should never be done on a whim — they're a product of careful timing and long-term tax considerations. So how can you tell whether to go ahead?
-
A 4-Step Anxiety-Reducing Retirement Road Map, From a Financial AdviserThis helpful process covers everything from assessing your current finances and risks to implementing and managing your personalized retirement income plan.
-
The $183,000 RMD Shock: Why Roth Conversions in Your 70s Can Be RiskyConverting retirement funds to a Roth is a smart strategy for many, but the older you are, the less time you have to recover the tax bite from the conversion.