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From holding too much cash to failing to factor in taxes, poor investment behavior can hurt you more in retirement, when you've less time to recover from mistakes. This is what to avoid.
By
Jeff Judge, CFP®, ChFC®, CLU®, AEP®
published
3 May 2026
in Features
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The shift from saving to spending changes everything. Behaviors that were "good enough" during accumulation can become expensive once withdrawals begin.
According to research from Morningstar, behavioral mistakes cost investors an average of 1.2% annually. In retirement, that drag can matter more because there's less time to recover from avoidable errors.
The good news is that the biggest risks are often behavioral, which means they can be addressed. Here are seven common patterns that can undermine retirement security and what to do instead.
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Sign up1. Holding too much cash out of fear
Keeping an emergency reserve is prudent. The problem is letting fear push a large share of your portfolio into cash and cash alternatives for years.
Holding excessive cash creates a different risk. Inflation slowly erodes purchasing power, and after taxes, many cash yields struggle to keep up.
A common compromise is to hold one to three years of planned spending in cash or short-term bonds, then invest the remainder for longer-term goals.
The point is not to eliminate cash. It's to define a purpose for it. When cash is tied to a specific time horizon, it tends to reduce anxiety rather than amplify it.
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2. Timing the market instead of staying invested
Selling after a decline feels like "protecting" yourself. In practice, it often locks in losses and increases the odds you miss a rebound.
Hartford Funds Research found that missing the 10 best days in the market reduced returns by more than half.
If you want to reduce risk, it's usually better to adjust allocations deliberately than to jump in and out based on headlines.
Reframe your perspective: Volatility is not the same thing as permanent loss. Retirement planning is largely about avoiding the combination of a portfolio decline and forced selling.
3. Ignoring tax efficiency in withdrawals
Retirement dollars aren't all taxed the same. Taxable accounts, traditional IRAs and Roth IRAs each behave differently.
Strategic withdrawal sequencing can help reduce lifetime taxes. Many retirees start with taxable assets, then coordinate tax-deferred withdrawals and preserve Roth flexibility for later years when possible.
The right order is personal. The key is having a plan before required minimum distributions and Medicare premiums complicate the picture.
Even a "simple" plan can be meaningful. Decide in advance which accounts are for baseline spending, which are for one-time expenses and which are the long-term backstop.
4. Chasing yield without understanding the risk
Yield can be seductive, especially when interest rates are low or the market is volatile. But yield is not a free lunch.
Chasing yield without understanding the underlying risks can mean taking on credit risk, interest rate risk or concentration risk that shows up at the worst time.
A more durable lens is total return. Income matters, but so does the stability of principal and the tax treatment of what you receive.
If a "high income" holding can drop 20% in a bad year, that income might not be the safety net it appears to be. The goal is reliable funding, not just a high distribution rate.
5. Failing to rebalance consistently
Without rebalancing, risk drifts. After bull markets, portfolios can become stock-heavy. After drawdowns, many people become too conservative.
Research from Vanguard shows that systematic rebalancing can help maintain intended risk and improve outcomes.
Rebalancing doesn't need to be complicated. Many retirees rebalance annually or when allocations drift past a preset threshold.
If withdrawals are part of the plan, they can be used to rebalance in a tax-aware way. For example, selling from an overweighted area to fund spending can reduce the need for separate "rebalance trades."
6. Overreacting to short-term news
Retirees who monitor portfolios daily often feel more stress and make more reactive decisions.
A practical alternative is a consistent review cadence, such as quarterly or semi-annual check-ins, and a written policy that spells out what you'll do during volatility. A written investment policy statement can provide that structure.
The goal is to make decisions when you're calm. If you find yourself wanting to "do something" when markets are down, that's usually a signal to return to the plan and confirm whether anything has changed.
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7. Neglecting to adjust strategy over time
The portfolio that made sense at 65 might not be the right fit at 75 or 85. Time horizon, spending needs and risk tolerance can change.
General rules, such as "100 minus your age," are blunt, but the underlying idea is useful. Revisit allocations periodically and adjust based on real cash-flow needs, health and goals.
It can also be helpful to revisit what the portfolio is meant to do. Some assets are for spending. Some are for legacy. Some are for "insurance" against long life. Those goals can shift as life changes.
A simple way to improve behavior
These practices are often more impactful than any "perfect" investment:
- Set a cash reserve that matches real spending needs
- Commit to an allocation you can live with during downturns
- Build a withdrawal plan that considers taxes
- Rebalance on a schedule
- Review less often than your emotions want you to
If you do just one thing, make it this: Write down the plan while markets are calm, then use it as your decision filter when they're not.
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Stock investing includes risks, including fluctuating prices and loss of principal.
Bonds are subject to credit, market, and interest rate risk if sold prior to maturity. Bond values will decline as interest rates rise and bonds are subject to availability and change in price.
There is no guarantee that a diversified portfolio will enhance overall returns or outperform a non-diversified portfolio. Diversification does not protect against market risk.
Rebalancing a portfolio may cause investors to incur tax liabilities and/or transaction costs and does not assure a profit or protect against a loss.
All performance referenced is historical and is no guarantee of future results.
Content in this material is for general information only and not intended to provide specific advice or recommendations for any individual. All performance referenced is historical and is no guarantee of future results. All indices are unmanaged and may not be invested into directly.
This information is not intended to be a substitute for specific individualized tax, investment or legal advice. We suggest that you discuss your specific situation with a qualified tax, legal or financial advisor.
DisclaimerThis article was written by and presents the views of our contributing adviser, not the Kiplinger editorial staff. You can check adviser records with the SEC or with FINRA.
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Jeff Judge, CFP®, ChFC®, CLU®, AEP®Social Links NavigationManaging Partner and Certified Financial Planner Professional, Chesapeake Financial PlannersA founding partner at Chesapeake Financial Planners, Jeff Judge is a seasoned guide for busy professionals navigating financial transitions. With nearly two decades of experience, Jeff specializes in helping clients manage complexity during pivotal moments like retirement, business exits and sudden wealth events. Known for his calm, empathetic approach, he helps clients gain clarity and control through Chesapeake's signature R.U.D.D.E.R. Method™.