There’s a lot out there about the classic financial mistakes that plague start-ups, family businesses, corporations, and charities. Alongside these blunders, some classic financial missteps plague retirees too, but those aren’t talked about as much.
Calling them “mistakes” may be a bit harsh, as not all of them represent errors in judgment. Yet whether they result from ignorance or fate, we need to be aware of them as we prepare for and enter retirement.
In today’s article, I’m diving into the most common financial mistakes I see in retirement planning, and how you can avoid them.
Timing Social Security.
As Social Security benefits rise about 8% for every year you delay receiving them, waiting a few years to apply for benefits can position you for higher retirement income.
Filing for your monthly benefits before you reach Social Security’s Full Retirement Age (FRA) can mean comparatively smaller monthly payments.1
Managing medical bills.
Medicare will not pay for everything. Unless there’s a change in how the program works, you may have a number of out-of-pocket costs, including dental, and vision.
Underestimating longevity.
Actuaries at the Social Security Administration project that around a third of today’s 65-year-olds will live to age 90, with about one in seven living 95 years or longer.
The prospect of a 20- or 30-year retirement is not unreasonable, yet there is still a lingering cultural assumption that our retirements might duplicate the relatively brief ones of our parents.2

Withdrawing strategies.
You may have heard of the “4% rule,” a guideline stating that you should take out only about 4% of your retirement savings annually. Some retirees try to abide by it.
So, why do others withdraw 7% or 8% a year? In the first phase of retirement, people tend to live it up; more free time naturally promotes new ventures and adventures and an inclination to live a bit more lavishly.
Talking About Taxes.
It can be a good idea to have both taxable and tax-advantaged accounts in retirement. Assuming your retirement will be long, you may want to assign this or that investment to its “preferred domain.”
What does that mean? It means the taxable or tax-advantaged account that may be most appropriate for it as you pursue a better after-tax return for the whole portfolio.
Related: The Most Asked Questions about Taxes in Retirement
Retiring with debts.
Some find it harder to preserve (or accumulate) wealth when you are handing portions of it to creditors.
Putting college costs before retirement costs.
There is no “financial aid” program for retirement. There are no “retirement loans.” Your children have their whole financial lives ahead of them.
Retiring with no investment strategy.
Expect that retirement will have a few surprises; the absence of a retirement strategy can leave people without guidance when those surprises happen.
Related: The Top Questions to Consider Before You Retire
How to Avoid These Top Financial Mistakes
These are some of the classic retirement mistakes. Why not attempt to avoid them?
As a fiduciary financial advisor, I’m able to take a 360-degree angle look at a financial plan to make sure that common mistakes like these are avoided, planned for, and done properly with even the most unexpected future in mind.
If you feel you need to prepare more for the future or reexamine your existing retirement planning strategy, I’d love to set up some time to chat.
We’re happy to work with you either in person, over the phone, or virtually, based on your preference. Give our office a call and we can schedule some time together.
Citations
1. Forbes.com, December 9, 2021
2. SSA.gov, January 24, 2022