Are You a Baby Boomer With Too Much Cash? Three Scenarios for What to Do
Investing in the market while the market is high might not seem like a good idea right now, but here are three scenarios to help you decide what to do.
In his forthcoming book, The Soul of Wealth, Dr. Daniel Crosby tells the story of how dominant Xerox was in the tech space. When Apple and Microsoft came along to create personal computers, Xerox chose not to invest in R&D. By the time its PC, the Xerox Star, hit the market, it was too late. The point of the story is that the timing in business and in markets will never be perfect. In fact, our perfectionism is to blame for keeping cash on the sidelines.
If we looked at markets in 2020, a global pandemic was certainly good reason to stay out. In 2021, supply-chain problems caused a spike in material costs and made it nearly impossible to get a car and many consumer electronics. Russia invaded Ukraine in 2022. About 70% of economists predicted a recession in 2023. And yet, in three of those four years, the U.S. stock market gained ground, which is in line with historical averages. You will never find a perfect year to put that cash to work. You also shouldn’t blindly invest it.
Below are three scenarios for you to come up with a plan for your cash.
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.
Scenario #1: If you don’t need the money for 10-plus years…
This money should be invested with an asset allocation that you’re comfortable with. I don’t believe you need to get in over a period of time either (dollar cost average). According to data from Ibbotson and J.P.Morgan, there has never been a 10-year period since 1950 with a negative return in a 50% stock/50% fixed income portfolio. If you want to get a sense of the risk you’re comfortable with, you can use our risk tolerance software.
Scenario #2: If you need the money in two to 10 years…
I still believe this money should be invested, but you should invest over a period of time. I typically recommend three to six months of dollar-cost-averaging into the market.
Example: You have $500,000 sitting in cash that you may need within two to 10 years. You invest $100,000 per month in an appropriate asset allocation.
This will mitigate the risk of buying at a high. I had clients who sold a home late in 2021. They will buy another home in 2025. Their numbers were similar to the above example. We dollar-cost-averaged in, in 2022, and therefore bought as the market was dropping. They are now well positioned for their purchase next year.
Scenario #3: If you need the money in less than two years…
Cash or cash equivalents. Even aggressive asset allocations typically don’t take two years to recover from bear markets. However, the Great Depression, dot-com bubble and the Global Financial Crisis are notable exceptions, so it’s better to be conservative. For money you need in less than two years, I would not advise having market exposure, especially in today’s high-rate environment. There are several options yielding 4% to 5% with principal protection.
There is a fourth option here: You don’t need the money or the return. In other words, you have way more than you need, and the return tradeoff is worth the sound sleep. You can check whether you are in this situation by building out a financial plan here.
Related Content
- Six Essential Retirement Strategies for Baby Boomers
- Turning 65 This Year? Here Are 10 Key Things to Know
- The Five Stages of Retirement (and How to Skip Three of Them)
- Five Things I Wish I’d Known Before I Retired
- Why Turning 65 Isn't What It Used to Be, According to an Expert
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.

After graduating from the University of Delaware and Georgetown University, I pursued a career in financial planning. At age 26, I earned my CERTIFIED FINANCIAL PLANNER™ certification. I also hold the IRS Enrolled Agent license, which allows for a unique approach to planning that can be beneficial to retirees and those selling their businesses, who are eager to minimize lifetime taxes and maximize income.
-
December Fed Meeting: Live Updates and CommentaryThe December Fed meeting is one of the last key economic events of 2025, with Wall Street closely watching what Chair Powell & Co. will do about interest rates.
-
This Is Why Investors Shouldn't Romanticize BitcoinInvestors should treat bitcoin as the high-risk asset it is. A look at the data indicates a small portfolio allocation for most investors would be the safest.
-
I'm a Federal Benefits Pro: I Answer These 2 Questions a LotMany federal employees ask about rolling a TSP into an IRA and parsing options for survivor benefits, both especially critical topics.
-
Why Investors Shouldn't Romanticize Bitcoin, From a Financial PlannerInvestors should treat bitcoin as the high-risk asset it is. A look at the data indicates a small portfolio allocation for most investors would be the safest.
-
I'm a Financial Pro Focused on Federal Benefits: These Are the 2 Questions I Answer a LotMany federal employees ask about rolling a TSP into an IRA and parsing options for survivor benefits, both especially critical topics.
-
Private Credit Can Be a Resilient Income Strategy for a Volatile Market: A Guide for Financial AdvisersAdvisers are increasingly turning to private credit such as asset-based and real estate lending for elevated yields and protection backed by tangible assets.
-
5 RMD Mistakes That Could Cost You Big-Time: Even Seasoned Retirees Slip UpThe five biggest RMD mistakes retirees make show that tax-smart retirement planning should start well before you hit the age your first RMD is due.
-
I'm a Wealth Adviser: My 4 Guiding Principles Could Help You Plan for Retirement Whether You Have $10,000 or $10 MillionRegardless of your net worth, you deserve a detailed retirement plan backed by a solid understanding of your finances.
-
A Retirement Triple Play: These 3 Tax Breaks Could Lower Your 2026 BillGood news for older taxpayers: Standard deductions are higher, there's a temporary 'bonus deduction' for older folks, and income thresholds have been raised.
-
If You're Retired or Soon-to-Be Retired, You Won't Want to Miss Out on These 3 OBBB Tax BreaksThe OBBB offers some tax advantages that are particularly beneficial for retirees and near-retirees. But they're available for only a limited time.
-
Waiting for Retirement to Give to Charity? Here Are 3 Reasons to Do It Now, From a Financial PlannerYou could wait until retirement, but making charitable giving part of your financial plan now could be far more beneficial for you and the causes you support.