Many retirees face unexpectedly high tax bills despite earning modest incomes. The culprit isn't complex tax code, but rather poor planning around the timing and sequencing of retirement withdrawals.

Retirees commonly make two mistakes. First, they withdraw from taxable accounts before tax-advantaged accounts, reversing the optimal strategy. Second, they fail to coordinate Social Security claiming with other income sources, triggering unnecessary taxation on benefits.

Here's how it works. Social Security benefits become partially taxable when your combined income exceeds certain thresholds. Combined income includes adjusted gross income, nontaxable interest, and half your Social Security benefits. For single filers, the first threshold sits at $25,000. Married couples filing jointly hit it at $32,000. Cross these lines, and up to 85 percent of your benefits face taxation.

Strategic withdrawal sequencing changes this equation. Tax-efficient retirees tap taxable brokerage accounts first, preserving tax-deferred accounts like traditional IRAs and 401(k)s for later years. This approach keeps early-retirement income lower, protecting Social Security benefits from taxation and staying in lower tax brackets.

Some retirees also overlook Roth conversion opportunities during low-income years. Converting a portion of a traditional IRA to a Roth IRA in early retirement, when income remains modest, locks in tax-free growth for the remainder of your life. The upfront tax bill on the conversion often proves worthwhile compared to required minimum distributions that start at age 73.

Medicare premiums complicate matters further. Your modified adjusted gross income from two years prior determines your Medicare Part B and Part D premiums. Higher income triggers surcharges called Income-Related Monthly Adjustment Amounts (IRMAA). A strategic withdrawal plan keeps income below these thresholds.

The difference compounds significantly.