The window of opportunity for many tax-saving moves closes on December 31, so it's important to evaluate your tax situation now, while there's still time to affect your bottom line for the 2019 tax year.
Timing is everything
Consider any opportunities you have to defer income to 2020. For example, you may be able to defer a year-end bonus, or delay the collection of business debts, rents, and payments for services. Doing so may allow you to postpone paying tax on the income until next year. If there's a chance that you'll be in a lower income tax bracket next year, deferring income could mean paying less tax on the income as well.
Similarly, consider ways to accelerate deductions into 2019. If you itemize deductions, you might accelerate some deductible expenses like medical expenses, qualifying interest, or state and local taxes by making payments before year-end. Or you might consider making next year's charitable contribution this year instead.
Sometimes, however, it may make sense to take the opposite approach — accelerating income into 2019 and postponing deductible expenses to 2020. That might be the case, for example, if you can project that you'll be in a higher tax bracket in 2020; paying taxes this year instead of next might be outweighed by the fact that the income would be taxed at a higher rate next year.
Factor in the AMT
Make sure that you factor in the alternative minimum tax (AMT). If you're subject to the AMT, traditional year-end maneuvers, like deferring income and accelerating deductions, can have a negative effect. That's because the AMT — essentially a separate, parallel income tax with its own rates and rules — effectively disallows a number of itemized deductions. For example, if you're subject to the AMT in 2019, prepaying 2020 state and local taxes won't help your 2019 tax situation, but could hurt your 2020 bottom line.
Special concerns for higher-income individuals
The top marginal tax rate (37%) applies if your taxable income exceeds $510,300 in 2019 ($612,350 if married filing jointly, $306,175 if married filing separately). Your long-term capital gains and qualifying dividends could be taxed at a maximum 20% tax rate if your taxable income exceeds $434,550 in 2019 ($488,850 if married filing jointly, $244,425 if married filing separately, $461,700 if head of household).
Additionally, a 3.8% net investment income tax (unearned income Medicare contribution tax) may apply to some or all of your net investment income if your modified AGI exceeds $200,000 ($250,000 if married filing jointly, $125,000 if married filing separately).
High-income individuals are subject to an additional 0.9% Medicare (hospital insurance) payroll tax on wages exceeding $200,000 ($250,000 if married filing jointly or $125,000 if married filing separately).
IRAs and retirement plans
Take full advantage of tax-advantaged retirement savings vehicles. Traditional IRAs and employer-sponsored retirement plans such as 401(k) plans allow you to contribute funds on a deductible (if you qualify) or pre-tax basis, reducing your 2019 taxable income. Contributions to a Roth IRA (assuming you meet the income requirements) or a Roth 401(k) aren't deductible or made with pre-tax dollars, so there's no tax benefit for 2019, but qualified Roth distributions are completely free from federal income tax, which can make these retirement savings vehicles appealing.
For 2019, you can contribute up to $19,000 to a 401(k) plan ($25,000 if you're age 50 or older) and up to $6,000 to a traditional IRA or Roth IRA ($7,000 if you're age 50 or older). The window to make 2019 contributions to an employer plan typically closes at the end of the year, while you generally have until the April tax return filing deadline to make 2019 IRA contributions.
Year-end is a good time to evaluate whether it makes sense to convert a tax-deferred savings vehicle like a traditional IRA or a 401(k) account to a Roth account. When you convert a traditional IRA to a Roth IRA, or a traditional 401(k) account to a Roth 401(k) account, the converted funds are generally subject to federal income tax in the year that you make the conversion (except to the extent that the funds represent nondeductible after-tax contributions). If a Roth conversion does make sense, you'll want to give some thought to the timing of the conversion. For example, if you believe that you'll be in a better tax situation this year than next (e.g., you would pay tax on the converted funds at a lower rate this year), you might think about acting now rather than waiting. (Whether a Roth conversion is appropriate for you depends on many factors, including your current and projected future income tax rates.)
Previously, if you converted a traditional IRA to a Roth IRA and it turned out to be the wrong decision (things didn't go the way you planned and you realized that you would have been better off waiting to convert), you could recharacterize (i.e., "undo") the conversion. Recent legislation has eliminated the option to recharacterize a Roth IRA conversion.
Changes to note
Recent legislation has modified many provisions, generally for 2018 to 2025.
- Personal exemptions were eliminated.
- Standard deductions have been substantially increased to $12,200 in 2019 ($24,400 if married filing jointly, $18,350 if head of household).
- The overall limitation on itemized deductions based on the amount of adjusted gross income (AGI) was eliminated.
- The AGI threshold for deducting unreimbursed medical expenses has returned to 10% in 2019, it was reduced from 10% to 7.5% for 2017 and 2018.
- The deduction for state and local taxes has been limited to $10,000 ($5,000 if married filing separately).
- Individuals can deduct mortgage interest on no more than $750,000 ($375,000 for married filing separately) of qualifying mortgage debt. For mortgage debt incurred before December 16, 2017, the prior $1,000,000 ($500,000 for married filing separately) limit will continue to apply. A deduction is no longer allowed for interest on home equity indebtedness. Home equity used to substantially improve your home is not treated as home equity indebtedness and can still qualify for the interest deduction.
- The top percentage limit for deducting charitable contributions was increased from 50% of AGI to 60% of AGI for certain cash gifts.
- The deduction for personal casualty and theft losses was eliminated, except for casualty losses attributable to a federally declared disaster.
- Previously deductible miscellaneous expenses subject to the 2% floor, including tax preparation expenses and unreimbursed employee business expenses, are no longer deductible.
A number of provisions are extended periodically. The following provisions have expired and are not available for 2019 unless extended by Congress.
- Above-the-line deduction for qualified higher-education expenses
- Ability to deduct qualified mortgage insurance premiums as deductible interest on Schedule A of IRS Form 1040
- Ability to exclude from income amounts resulting from the forgiveness of debt on a qualified principal residence
- Nonbusiness energy property credit, which allowed individuals to offset some of the cost of energy-efficient qualified home improvements (subject to a $500 lifetime cap)
Talk to a professional
When it comes to year-end tax planning, there's always a lot to think about. A tax professional can help you evaluate your situation, keep you apprised of any legislative changes, and determine whether any year-end moves make sense for you.
Timing of itemized deductions and the increased standard deduction
Recent legislation substantially increased the standard deduction amounts and made significant changes to itemized deductions (generally for 2018 to 2025). It may now be especially useful to bunch itemized deductions in certain years; for example, when they would exceed the standard deduction.