Because the threshold for deductions on medical expenses and charitable donations is higher, you may want to consider bundling those expenses into certain years and only claiming them every two or three years.
Max Out Medical Expenses: By grouping as many non-emergency medical expenses as possible in a single year, you can maximize the deduction you get for those expenses. In 2020 you can only deduct expenses that exceed 7.5% of your adjusted gross income.
If you’ve already had some significant health care expenses for the year, see if you can move medical expenses that you’d normally take next year to the end of this one. For example, if you have a dentist appointment in January, move it to mid-December instead.
Long-Term Care Insurance: If you recently purchased long-term care insurance, you may be able to deduct the premiums. The older you are, the more you can deduct. In 2020, the deductions range from $430 to $5,430.
Charitable Donations: Instead of making annual charitable gifts, give two, three, or even five years’ worth of donations in a single year, then take a few years off.
Focusing all of your donations in a single year increases the value of deductions beyond the threshold for a single year, and then you can take the larger standard deduction in the “skip” years.
Donor-Advised Fund (DAF): A donor-advised fund is a private fund administered by a third party and created for the purpose of managing charitable donations on behalf of an organization, family, or individual.
According to Fidelity, “A DAF may allow for tax-deductible contributions of cash or appreciated assets in a given year, but then control the timing of the distributions to charity in future years.” This is probably a strategy you will want to discuss with a financial adviser.
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