Baby Boomers are nearing retirement, if they aren’t there yet. Unfortunately, this time of life may not be such a great one for members of this generation. That’s because far too many Boomers are making decisions that could create a lot of financial problems for them later.
Here are three big ways retirees are setting themselves up for a huge disaster in their later years.
1. Their work plans aren’t realistic
One of the first big problems Boomers are creating for themselves is setting an unrealistic goal for how long they plan to stay in the workforce. According to the Transamerica Center for Retirement Studies, 56% of Boomers anticipate that they will work until they are at least 70 years old or that they won’t ever retire at all.
While that may sound good on paper, the reality is likely to be very different. Recent data shows that the average age of retirement remains closer to 65 for men and 63 for women. Often, retirees find themselves stopping earlier than planned due to health shifts or caregiving responsibilities. This creates a “Sequence of Returns Risk” for those retiring in 2026, where a market downturn in the first few years of retirement can permanently deplete a nest egg that hasn’t had sufficient time to grow.
2. They’re anticipating over-relying on Social Security

Boomers are also being overly optimistic about what Social Security provides. The Transamerica report revealed that 43% expect Social Security to be their primary source of income. However, for 2026, the 2.8% Cost of Living Adjustment (COLA) is being largely offset by a 9.7% jump in Medicare Part B premiums, which have risen to $202.90.
While Social Security only replaces about 40% of pre-retirement income, there is a small silver lining for 2026: new legislation allows eligible seniors to claim a $6,000 deduction ($12,000 for couples) to offset taxes on their Social Security income. Even with this relief, without a pension or significant savings, Social Security alone is not enough to maintain a standard of living.
3. They aren’t saving enough

Finally, the median retirement savings for Boomers is currently $194,000. While the old “4% rule” would suggest this provides $7,760 in annual income, many experts now suggest a 3.7% withdrawal rate is safer for 2026 retirees to avoid draining accounts too fast. At a 3.7% rate, that same $194,000 nest egg produces only $7,178 annually—nearly $600 less than previously expected.
With the current economic climate often described as an “everything bubble,” Boomers should consider diversifying into inflation-resistant assets like rental properties or commodities to hedge against declining purchasing power. If your savings are near the median, it is time to get aggressive about your investment strategy to avoid significant regrets in your later years.
Editor’s Note: This article has been updated for May 2026 to include the latest 2.8% Social Security COLA data and the 9.7% increase in Medicare Part B premiums. We have also added information regarding the new $6,000 tax deduction for Social Security income and updated safe withdrawal rate projections to 3.7% based on current market volatility.