TAX GUIDE PLANNING 2018 2019 - Bernard Robinson & Company
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Dear Clients and Friends, No one can tell you exactly what is going to happen in the coming months with the economy, our tax laws and your personal financial situation. However, you can be assured of this; if you want to minimize your taxes, you must have a plan, not only to move toward your goals, but also to know what adjustments to make as things change. Bernard Robinson & Company has provided extensive tax services to our valued clients for 70 years. Our team of dedicated professionals continually stay abreast of existing tax laws, proposed laws, regulations and planning strategies. With economic and legislative uncertainty now a given, it is more important than ever to have experience on your side when reacting quickly to changes to take advantage of new ways to save tax and protect your wealth. To these ends, we’re pleased to present this tax planning guide. It’s designed to help you under- stand what the current tax law situation is, where changes may occur and what steps you might take to minimize your income or estate tax. We encourage you to look through it and note any strategies that seem likely to benefit you. Then let us know how we can help you develop a plan that keeps your income or estate tax liability as low as possible. Also, don’t wait until filing time! Tax planning is a year-round activity. To get the most benefit, you should act now. We would like very much to talk with you about these and other ways to minimize your taxes. Please contact us at your earliest convenience and let us know how we might be of assistance. Best regards, Bernard Robinson & Company Tax Leadership
It’s a new day for tax planning On December 22, 2017, the most sweeping tax legislation since the Tax Reform Act of 1986 was signed into law. The Tax Cuts and Jobs Act (TCJA) makes small reductions to income tax rates for most individual tax brackets, including reducing the top rate from 39.6% to 37%, and substantially reduces the income tax rate for corporations. It also provides a large new tax deduction for owners of pass-through entities and significantly increases exemptions for the individual alternative minimum tax (AMT) and the estate tax. It’s not all good news for taxpayers, however. The TCJA also eliminates or limits many tax breaks, and much of the tax relief provided is only temporary (unless Congress acts to make it permanent). The combined impact of these changes will ultimately determine whether you see reduced taxes. It also will dictate which tax strategies will make sense for you this year, such as the best way to time income and expenses. This guide provides an overview of the most consequential changes under the TCJA and other key tax provisions you need to be aware of. It offers a variety of strategies to help higher-income taxpayers minimize their taxes in the new tax environment. It will be important to work closely with your tax advisor this year. He or she can help you identify which changes affect you and the best strategies for maximizing the new tax law’s benefits and minimizing any negative tax ramifications. Plus, more tax legislation could be signed into law this year, and your tax advisor can keep you apprised of the latest information. Contents YEAR-TO-DATE REV IEW ......... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2 Click here E XECUTIV E COMPENSATION .. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 6 Click here I NV ESTING.......................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 8 Click here REAL ESTATE.. ...................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 12 Click here BUSINESS OWNERSHIP . . ........ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14 Click here CHARITAB LE G IV ING . . .......... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16 Click here FAMILY & ED UCATION .......... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 18 Click here RETIREMENT . ....................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 20 Click here ESTATE PLANNING ............... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 22 Click here TAX RATES .......................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 24 Click here
How does the TCJA affect your tax strategies? T he Tax Cuts and Jobs Act (TCJA) reduces the rates for all individual income tax Finally, in certain situations exercising brackets except 35% and 10%, which remain the same, and adjusts the income incentive stock options (ISOs) can trigger ranges each bracket covers. (See Chart 7 on page 24.) These rates apply to significant AMT liability. (See the AMT “ordinary income,” which generally includes salary, income from self-employment Alert on page 7.) or business activities, interest, and distributions from tax-deferred retirement accounts. There are other taxes you need to keep in mind as well, such as the AMT and Avoiding or reducing AMT employment taxes. If possible, try to control to your tax advantage the timing of your With proper planning, you may be able ordinary income as well as your deductible expenses — which might be significantly to avoid the AMT, reduce its impact reduced under the TCJA. or even take advantage of its lower maximum rate. To determine the right AMT triggers n Accelerated depreciation adjustments timing strategies for your situation, work and related gain or loss differences with your tax advisor to assess whether: The top alternative minimum tax rate when assets are sold, and remains at 28%, compared to the new top regular ordinary-income tax rate n Tax-exempt interest on certain You could be subject to the AMT this of 37%. (See Chart 7 on page 24.) private-activity municipal bonds. year. Consider accelerating income But the AMT rate typically applies to a (For an exception, see the AMT into this year, which may allow you to higher taxable income base. Alert on page 11.) benefit from the lower maximum AMT Enhancement! The TCJA substantially CHART 1 increases the AMT exemptions for 2018–2025, which means fewer What itemized deductions are taxpayers will have to pay the AMT. also deductible for AMT purposes? (See Chart 7 on page 24.) There are now fewer differences between what’s Expense Regular tax AMT For more information deductible for AMT purposes and regu- See “What’s new!” on lar tax purposes, which also will reduce State and local income tax1 ✔ page 4. AMT risk. However, AMT will remain a threat for some higher-income taxpayers. See “Home-related Property tax1 ✔ deductions” on page 12. So before timing your income and See “Home-related expenses, determine whether you’re Mortgage interest ✔ ✔ deductions” on page 12. already likely to be subject to the AMT — Interest on home equity debt or whether the actions you’re considering See “Home-related used to improve your principal ✔ ✔ deductions” on page 12. might trigger it. Deductions used to residence or second residence calculate regular tax that aren’t allowed See “Investment interest under the AMT (see Chart 1) can trigger Investment interest ✔ ✔ YE A R- TO- DAT E RE VI E W expense” on page 11. AMT liability. Some income items also might trigger or increase AMT liability: See “Health-care-related Medical expenses ✔ ✔ breaks” at right. n Long-term capital gains and qualified Charitable contributions ✔ ✔ See page 16. dividend income, even though they’re taxed at the same rate for both regular 1 State and local income tax and property tax deductions in aggregate are limited to $10,000 for regular tax purposes ($5,000 for married couples filing separately). tax and AMT purposes, 2
rate. And deferring expenses you can’t deduct for AMT purposes may allow WHAT’S NEW! you to preserve those deductions. If you also defer expenses you can deduct Dramatic changes to personal exemptions, the for AMT purposes, the deductions standard deduction and itemized deductions may become more valuable because of the higher maximum regular tax For 2017, taxpayers could rate. Finally, carefully consider the tax claim a personal exemption consequences of exercising ISOs. of $4,050 each for them- selves, their spouses and any You could be subject to the AMT next dependents. For 2018–2025, year. Consider taking the opposite the Tax Cuts and Jobs Act approach. For instance, defer income (TCJA) suspends personal to next year, because you’ll likely pay a exemptions, a change that’s relatively lower AMT rate. And prepay expected to have minimal expenses that will be deductible this year effect on higher-income but that won’t help you next year because taxpayers. That’s because exemptions generally had been partially or fully they’re not deductible for AMT purposes. phased out in past tax years for higher-income individuals and, when Also, before year end consider selling any available, were added back for AMT purposes. private-activity municipal bonds whose interest could be subject to the AMT. The TCJA also nearly doubles the standard deductions for 2018 to $12,000 for singles and separate filers, $18,000 for heads of households, and $24,000 If you pay AMT in one year on deferral for joint filers. (These amounts will be indexed for inflation through 2025. After items, such as depreciation adjustments, that, they’re scheduled to drop back to the amounts under pre-TCJA law.) passive activity adjustments or the tax preference on ISO exercises, you may be Taxpayers can choose to either itemize certain deductions or take the entitled to a credit in a subsequent year. standard deduction based on their filing status. With the much higher In effect, this factors in timing differences standard deduction, fewer taxpayers will itemize — but most higher-income that reverse in later years. taxpayers will still benefit from itemizing, unless they don’t donate much to charity or have a mortgage. However, be aware that your itemized deductions will likely be significantly lower than in the past because of other TCJA Timing income and expenses changes. See “What’s new!” on page 4. Smart timing of income and expenses can reduce your tax liability, and poor timing can unnecessarily increase it. When you Whatever the reason behind your Eligible expenses may include health don’t expect to be subject to the AMT in desire to time income and expenses, insurance premiums, long-term-care the current year or the next year, deferring you may be able to control the timing insurance premiums (limits apply), income to the next year and accelerating of these income items: medical and dental services, and pre- deductible expenses into the current year scription drugs. Mileage driven for health n Bonuses, care purposes also can be deducted — may be a good idea. Why? Because it will defer tax, which usually is beneficial. n Consulting or other self-employment at 18 cents per mile for 2018. income, But when you expect to be in a higher When a deduction is subject to a floor, n U.S. Treasury bill income, and tax bracket next year — or you expect “bunching” expenses into one year that n Retirement plan distributions, to normally would be spread over two years tax rates to rise — the opposite approach the extent they won’t be subject to can save tax, especially when the floor is may be beneficial: Accelerating income early-withdrawal penalties and aren’t scheduled to change. So consider bunch- will allow more income to be taxed at required. (See page 21.) ing elective medical procedures (and your current year’s lower rate. And defer- ring expenses will make the deductions any other services and purchases whose Some expenses with potentially more valuable, because deductions save timing you can control without negatively controllable timing are mortgage more tax when you’re subject to a higher affecting your or your family’s health) into interest, investment interest expense tax rate. 2018 to take advantage of the 7.5% floor. and charitable contributions. The TCJA makes timing income and If one spouse has high medical deductions more challenging this year, Health-care-related breaks expenses and a relatively lower AGI, because some strategies that taxpayers Enhancement! Under the TCJA, if filing separately may allow that spouse have implemented in the past may 2018 medical expenses not paid via a to exceed the AGI floor and deduct some medical expenses that wouldn’t YE AR -TO- DAT E RE VI E W no longer make sense. For example, tax-advantaged account (see page 4) property tax used to be a popular or reimbursable by insurance exceed be deductible if the couple filed jointly. expense to time, but with the new limit 7.5% of your adjusted gross income AMT ALERT! Because the AMT exemp- on the state and local tax deduction (AGI), you can deduct the excess tion for separate returns is considerably (see “What’s new!” on page 4), property amount. This “floor” had been 10%, lower than the exemption for joint tax timing will likely provide little, if any, and it’s scheduled to return to 10% returns, filing separately to exceed the benefit for higher-income taxpayers. beginning in 2019. floor could trigger the AMT. 3
Expenses that are reimbursable by $2,650 in 2018. The plan pays or Self-employment taxes insurance or paid through a tax- reimburses you for qualified medical If you’re self-employed, you pay both advantaged account such as the expenses. What you don’t use by the the employee and employer portions following aren’t deductible: plan year’s end, you generally lose — of employment taxes on your self- though your plan might allow you to employment income. The employer HSA. If you’re covered by a qualified roll over up to $500 to the next year. portion (6.2% for Social Security tax and high deductible health plan, you can Or it might give you a 2½-month grace 1.45% for Medicare tax) is deductible contribute pretax income to an employer- period to incur expenses to use up above the line. sponsored Health Savings Account — or the previous year’s contribution. If you make deductible contributions to an HSA have an HSA, your FSA is limited to As a self-employed taxpayer, you may you set up yourself — up to $3,450 for funding certain “permitted” expenses. benefit from other above-the-line deduc- self-only coverage and $6,900 for family tions as well. You can deduct 100% coverage for 2018. Plus, if you’re age 55 Employment taxes of health insurance costs for yourself, or older, you may contribute an additional In addition to income tax, you must your spouse and your dependents, up $1,000. HSAs can bear interest or be pay Social Security and Medicare to your net self-employment income. invested, growing tax-deferred similar to taxes on earned income, such as You also can deduct contributions an IRA. Withdrawals for qualified medical salary and bonuses. The 12.4% to a retirement plan and, if you’re expenses are tax-free, and you can carry Social Security tax applies only up eligible, an HSA for yourself. And you over a balance from year to year. to the Social Security wage base of might be able to deduct home office $128,400 for 2018. All earned income expenses. (See page 12.) Above-the-line FSA. You can redirect pretax income is subject to the 2.9% Medicare tax. deductions are particularly valuable to an employer-sponsored Flexible Both taxes are split equally between because they reduce your AGI and, Spending Account up to an employer- the employee and the employer. depending on the specific deduction, determined limit — not to exceed your modified AGI (MAGI), which are the triggers for certain additional taxes and the phaseouts of many tax breaks. WHAT’S NEW! Individual deductions affected by the TCJA Additional 0.9% Medicare tax Another employment tax that higher- In addition to the deduction changes impacting many income taxpayers must be aware of is the home-related expenses (see page 12), charitable donations additional 0.9% Medicare tax. It applies (see page 16) and medical expenses (see page 3), the to FICA wages and net self-employment TCJA limits or eliminates other deductions that are valuable income exceeding $200,000 per year to many individual taxpayers: ($250,000 if married filing jointly and $125,000 if married filing separately). State and local tax. For 2018–2025, your entire itemized deduction for state and local taxes — including property tax (see page 12) and either If your wages or self-employment income or sales tax — is limited to $10,000 ($5,000 if you’re married filing income varies significantly from year separately). This will have a significant impact on higher-income taxpayers to year or you’re nearing the threshold with large state and local income tax and/or property tax bills. for triggering the additional Medicare tax, income timing strategies may help Miscellaneous itemized deductions subject to the 2% floor. This deduction you avoid or minimize it. For example, for expenses such as certain professional fees, investment expenses and if you’re an employee, perhaps you unreimbursed employee business expenses is suspended for 2018–2025. can time when you receive a bonus If you’re an employee and work from home, this includes the home office or exercise stock options. If you’re deduction. (If you’re self-employed, you may still be able to deduct home self-employed, you may have flexibility office expenses. See page 12.) on when you purchase new equipment Personal casualty and theft loss deduction. For 2018–2025, this itemized or invoice customers. If you’re an deduction is suspended except if the loss was due to an event officially S corporation shareholder-employee, declared a disaster by the President. you might save tax by adjusting how much you receive as salary vs. distribu- Moving expenses. This above-the-line deduction for work-related moving tions. (See “Owner-employees” at right.) expenses is suspended for 2018–2025, except for active-duty members of the Armed Forces (and their spouses or dependents) who move because of a Also consider the withholding rules. military order that calls for a permanent change of station. An above-the-line Employers must withhold the addi- deduction is one you can take even if you don’t itemize; it’s subtracted from tional tax beginning in the pay period YE A R- TO- DAT E RE VI E W your income in determining your adjusted gross income (AGI). when wages exceed $200,000 for the calendar year — without regard to an But it’s not all bad news for tax deductions. Under pre-TCJA law, if your AGI employee’s filing status or income from exceeded the applicable threshold, certain itemized deductions were reduced other sources. So your employer might by 3% of the AGI amount over the threshold (not to exceed 80% of otherwise withhold the tax even if you aren’t liable allowable deductions). For 2018–2025, the TCJA suspends this reduction. for it — or it might not withhold the tax even though you are liable for it. 4
Estimated payments WHAT’S NEW! and withholding You can be subject to penalties if you Updated tables could cause underwithholding don’t pay enough tax during the year To reflect changes under the TCJA — such through estimated tax payments and as the increase in the standard deduction, withholding. Here are some strategies suspension of personal exemptions and to help avoid underpayment penalties: changes in tax rates and brackets — the IRS updated the tables that indicate how Know the minimum payment rules. For much employers should withhold from their you to avoid penalties, your estimated employees’ paychecks for federal income payments and withholding must equal taxes, generally reducing the amount at least 90% of your tax liability for 2018 withheld. The new tables might cause or 110% of your 2017 tax (100% if your some taxpayers, such as those who itemize 2017 AGI was $150,000 or less or, if deductions or are in a two-income house- married filing separately, $75,000 or hold, to not have enough withheld to pay less). Warning: You may be at a greater their ultimate tax liabilities under the TCJA. risk for underwithholding this year. See “What’s new!” at left. An IRS calculator can help you more accurately estimate how much should be withheld. (Go to IRS.gov and search “withholding.”) You may find that Use the annualized income installment you need to increase your withholding by filling out a new Form W-4 and method. This method often benefits submitting it to your employer. You can modify your withholding at any time taxpayers who have large variability during the year, or even multiple times within a year. in income from month to month due to bonuses, investment gains and losses, or seasonal income (at least if If you don’t owe the tax but your company income, because distributions it’s skewed toward the end of the year). employer is withholding it, you can generally aren’t taxed at the corporate Annualizing computes the tax due based claim a credit on your 2018 income tax level or subject to the 0.9% Medicare on income, gains, losses and deductions return. If you do owe the tax but your tax or 3.8% NIIT. through each estimated tax period. employer isn’t withholding it, consider filing a W-4 form to request additional C corporations. Only income you receive Estimate your tax liability and increase income tax withholding, which can be as salary is subject to employment taxes withholding. If you determine you’ve used to cover the shortfall and avoid and, if applicable, the 0.9% Medicare underpaid, consider having the tax interest and penalties. Or you can tax. Nonetheless, you may prefer to shortfall withheld from your salary or year make estimated tax payments. take more income as salary (which is end bonus by Dec. 31. Because with- deductible at the corporate level) as holding is considered to have been paid opposed to dividends (which aren’t ratably throughout the year, this is often Owner-employees deductible at the corporate level yet are a better strategy than making up the There are special considerations if still taxed at the shareholder level and difference with an increased quarterly you’re a business owner who also could be subject to the 3.8% NIIT) if the tax payment, which may still leave you works in the business, depending on overall tax paid by both the corporation exposed to penalties for earlier quarters. its structure: and you would be less. Warning: You can incur interest and Partnerships and limited liability Warning: The IRS is cracking down on penalties if you’re subject to the additional companies. Generally, all trade or misclassification of corporate payments 0.9% Medicare tax and it isn’t withheld business income that flows through to to shareholder-employees, so tread from your pay and you don’t make you for income tax purposes is subject carefully. sufficient estimated tax payments. ❖ to self-employment taxes — even if the income isn’t distributed to you. But such income may not be subject to self-employment taxes if you’re a limited partner or the LLC member equivalent. Check with your tax advisor on whether the additional 0.9% Medicare tax on earned income or the 3.8% NIIT (see page 8) will apply. YE AR -TO- DAT E RE VI E W S corporations. Only income you receive as salary is subject to employ- ment taxes and, if applicable, the 0.9% Medicare tax. To reduce these taxes, you may want to keep your salary relatively — but not unreasonably — low and increase your distributions of 5
Smart tax planning for your executive compensation package is crucial I f you’re an executive or other key employee, you might receive stock-based But they do offer a limited ability to defer compensation, such as restricted stock, restricted stock units (RSUs) or stock income taxes: Unlike restricted stock, options (either incentive or nonqualified), or nonqualified deferred compensation which becomes taxable immediately (NQDC). The tax consequences of these types of compensation can be complex — upon vesting, RSUs aren’t taxable until subject to ordinary income, capital gains, employment and other taxes. So smart the employee actually receives the tax planning is crucial. stock. So rather than having the stock delivered immediately upon vesting, Restricted stock There are some potential disadvan- you may be able to arrange with your tages of a Sec. 83(b) election, employer to delay delivery. Restricted stock is stock your employer grants to you subject to a substantial however. First, prepaying tax in the current year could push you into a Such a delay will defer income tax risk of forfeiture. Income recognition and may allow you to reduce or is normally deferred until the stock higher income tax bracket and trigger or increase your exposure to the avoid exposure to the additional 0.9% is no longer subject to that risk (that Medicare tax (because the RSUs are is, it’s vested) or you sell it. When the additional 0.9% Medicare tax. But if your company is in the earlier treated as FICA income). However, any restriction lapses, you pay taxes on the income deferral must satisfy the strict stock’s fair market value (FMV) at your stages of development, the income recognized may be relatively small. requirements of Internal Revenue Code ordinary-income rate. (The FMV will be Section 409A. Also keep in mind that it considered FICA income, so it could might be better to recognize income now Second, any taxes you pay because of trigger or increase your exposure to because of the currently low tax rates. the election can’t be refunded if you the additional 0.9% Medicare tax. See eventually forfeit the stock or sell it page 4.) at a decreased value. However, you’d Incentive stock options But you can instead make a Section 83(b) have a capital loss in those situations. ISOs allow you to buy company stock in election to recognize ordinary income the future (but before a set expiration Third, when you sell the shares, any when you receive the stock. This election, date) at a fixed price equal to or greater gain will be included in net investment which you must make within 30 days than the stock’s FMV at the date of income and could trigger or increase after receiving the stock, allows you the grant. Thus, ISOs don’t provide a your liability for the 3.8% NIIT. (See to convert potential future appreciation benefit until the stock appreciates in page 8.) from ordinary income to long-term capital value. If it does, you can buy shares at gains income and defer it until the stock Work with your tax advisor to map a price below what they’re then trading is sold. out whether the Sec. 83(b) election is for, provided you’re eligible to exercise appropriate for you in each situation. the options. The election can be beneficial if the income at the grant date is negligible ISOs receive tax-favored treatment E X E C UT I VE C O M PE NS AT I ON or the stock is likely to appreciate RSUs but must comply with many rules. significantly before income would RSUs are contractual rights to receive Here are the key tax consequences: otherwise be recognized. And with stock, or its cash value, after the award ordinary-income rates now especially has vested. Unlike restricted stock, RSUs n You owe no tax when ISOs are low under the Tax Cuts and Jobs Act aren’t eligible for the Sec. 83(b) election. granted. (TCJA), it might be a good time to So there’s no opportunity to convert n Youowe no regular income tax recognize income. ordinary income into capital gains. when you exercise the ISOs. 6
n Ifyou sell the stock after holding the shares at least one year from the WHAT’S NEW! exercise date and two years from the grant date, you pay tax on the sale at The TCJA offers new, but limited, tax deferral opportunity your long-term capital gains rate. You The TCJA has created a also may owe the NIIT. (See page 8.) new provision that allows n Ifyou sell the stock before long-term for the deferral of tax on capital gains treatment applies, a stock-based compensation “disqualifying disposition” occurs and in certain circumstances. any gain is taxed as compensation at Generally, it gives taxpayers ordinary-income rates. (Disqualified the opportunity to match dispositions aren’t, however, subject the taxation of restricted to FICA and Medicare tax, including stock and stock options the additional 0.9% Medicare tax.) with the timing of the sale of the stock. It’s intended AMT ALERT! If you don’t sell the for situations in which there stock in the year of exercise, a tax is no ready market for the “preference” item is created for the sale of the stock. difference between the stock’s FMV and the exercise price (the “bargain The availability of the deferral opportunity is limited, however. It generally element”) that can trigger the AMT. will apply only if at least 80% of full-time employees are covered by the A future AMT credit, however, should stock-based compensation plan. mitigate this AMT hit. Plus, you may now be at lower AMT risk because of the higher AMT exemption and On the negative side, exercising early NQDC plans exemption phaseout range under accelerates the need for funds to the TCJA. (See Chart 7 on page 24.) These plans pay executives in the buy the stock, exposes you to a loss Consult your tax advisor because the future for services to be currently if the shares’ value drops below rules are complex. performed. They differ from qualified your exercise cost, and may create plans, such as 401(k)s, in several a tax cost if the preference item If you’ve received ISOs, plan carefully ways. For example, unlike 401(k) from the exercise generates an when to exercise them and whether plans, NQDC plans can favor highly AMT liability. to immediately sell shares received compensated employees, but plan from an exercise or hold them. Waiting funding isn’t protected from the The timing of ISO exercises also could to exercise ISOs until just before the employer’s creditors. (For more on positively or negatively affect your expiration date (when the stock value 401(k)s, see page 20.) liability for the higher ordinary-income may be the highest, assuming the tax rates, the 20% long-term capital stock is appreciating) and holding on to Some major changes to the taxation gains rate and the NIIT. the stock long enough to garner long- of NQDC that had been included term capital gains treatment often is in original versions of the TCJA With your tax advisor, evaluate the risks beneficial. But there’s also market risk would have negatively impacted and crunch the numbers to determine to consider. Plus, acting earlier can be such compensation. Fortunately, the best strategy for you. advantageous in several situations: those changes didn’t make it into the final version that was signed n Exercise early to start the holding Nonqualified stock options into law. period so you can sell and receive The tax treatment of NQSOs is long-term capital gains treatment different from the tax treatment of One important NQDC tax issue is that sooner. ISOs: NQSOs create compensation employment taxes (see page 4) are income (taxed at ordinary-income generally due once services have been n Exercise when the bargain element rates) on the bargain element when performed and there’s no longer a is small or when the market price is exercised (regardless of whether the substantial risk of forfeiture — even close to bottoming out to reduce or stock is held or sold immediately), though compensation may not be eliminate AMT liability. but they don’t create an AMT paid or recognized for income tax n Exercise annually so you can buy preference item. purposes until much later. So your only the number of shares that will employer may withhold your portion E X E C U TI VE C O M P E NSATI O N achieve a breakeven point between You may need to make estimated tax of the employment taxes from your the AMT and regular tax and thereby payments or increase withholding to salary or ask you to write a check incur no additional tax. fully cover the tax on the exercise. for the liability. Or it may pay your n Sell in a disqualifying disposition Keep in mind that an exercise could portion, in which case you’ll have and pay the higher ordinary-income trigger or increase exposure to top tax additional taxable income. Warning: rate to avoid the AMT on potentially rates, the additional 0.9% Medicare The additional 0.9% Medicare tax disappearing appreciation. tax and the NIIT. could also apply. ❖ 7
Keep taxes from eroding your investment returns T ax treatment of your investments varies dramatically based on factors such New! Because of TCJA-related changes as type of investment, type of income it produces, how long you’ve held it to the brackets, beginning in 2018 the and whether any special limitations or breaks apply. And while the Tax Cuts top long-term gains rate of 20% kicks and Jobs Act (TCJA) didn’t change the long-term capital gains rates, its changes to in before the top ordinary-income rate ordinary-income tax rates and tax brackets will have an impact on the tax you pay does. (See Chart 2 on page 10 and on investments. Consult with your tax advisor about developing strategies aimed at Chart 7 on page 24.) minimizing tax, keeping in mind that taxes, of course, should never be the primary driver of your investment decisions. Holding on to an investment until you’ve owned it more than one year may help substantially cut tax on any gain. Keeping 3.8% NIIT Capital gains tax and timing it even longer can also make tax sense. Taxpayers with modified adjusted Although time, not timing, is generally gross income (MAGI) over $200,000 the key to long-term investment Remember: Appreciation on investments per year ($250,000 if married filing success, timing can have a dramatic isn’t taxed until the investments are sold, jointly and $125,000 if married filing impact on the tax consequences of deferring tax and perhaps allowing you separately) may owe the NIIT on top investment activities. Your long-term to time the sale to your tax advantage — of whatever other tax they owe on capital gains rate can be as much such as in a year when you have capital their investment income. The NIIT as 20 percentage points lower losses to absorb the capital gain. Or, if equals 3.8% of the lesser of your net than your ordinary-income tax rate, you’ve cashed in some big gains during investment income or the amount even with the reductions to most the year and want to reduce your 2018 by which your MAGI exceeds the ordinary-income rates under the tax liability, before year end look for applicable threshold. TCJA. The long-term capital gains unrealized losses in your portfolio and rate applies to investments held for consider selling them to offset your gains. Net investment income can include more than 12 months. The applicable Both long- and short-term gains and capital gains, dividends, interest and rate depends on your income level losses can offset one another. other investment-related income (but not and the type of asset you’ve sold. (See business income or self-rental income Chart 2 on page 10.) AMT ALERT! Substantial net long-term from an active trade or business). The capital gains can trigger the AMT. rules are somewhat complex, so consult your tax advisor for more information. Many of the strategies that can help you save or defer income tax on your investments can also help you avoid or defer NIIT liability. And because the threshold for the NIIT is based on MAGI, strategies that reduce your MAGI — such as making retirement plan contributions (see page 20) — could also help you avoid or reduce I NV E ST I NG NIIT liability. 8
Wash sale rule Case Study I If you want to achieve a tax loss with minimal change in your portfolio’s asset How to qualify for the 0% capital gains rate allocation, keep in mind the wash sale rule. It prevents you from taking a loss on Faced with a long-term capital gains a security if you buy a substantially iden- tax rate of 23.8% (20% for the top tical security (or an option to buy such a tax bracket, plus the 3.8% NIIT), security) within 30 days before or after Miguel and Pilar decide to give some you sell the security that created the loss. appreciated stock to their adult You can then recognize the loss only daughter Gabby. Just out of college when you sell the replacement security. and making only enough from her entry-level job to leave her with Fortunately, there are ways to avoid trig- $25,000 in taxable income, Gabby gering the wash sale rule and still achieve falls into the 12% ordinary-income your goals. For example, you can: tax bracket and the 0% long-term capital gains bracket. n Sell the security and immediately buy securities of a different company However, the 0% rate applies only to the extent that capital gains “fill in the same industry or shares in a up” the gap between Gabby’s taxable income and the top end of the 0% mutual fund that holds securities bracket. For 2018, the 0% bracket for singles tops out at $38,600 (just much like the ones you sold, $100 less than the top of the 12% ordinary-income bracket). So if Gabby n Sellthe security and wait 31 days to sells the stock her parents transferred to her and her gains are $13,600, repurchase the same security, or the entire amount will qualify for the 0% rate. The sale will be tax-free vs. the $3,237 Miguel and Pilar would have owed had they sold the n Before selling the security, purchase stock themselves. additional shares of that security equal to the number you want to sell at a loss, and then wait 31 days Finally, remember that capital gains And if you bought the same security to sell the original portion. distributions from mutual funds can at different times and prices and want also absorb capital losses. to sell high-tax-basis shares to reduce Alternatively, you can do a bond swap, gain or increase a loss to offset other where you sell a bond, take a loss and 0% rate gains, be sure to specifically identify then immediately buy another bond which block of shares is being sold. of similar quality and duration from a The 0% rate generally applies to different issuer. Generally, the wash sale long-term gain that would be taxed at rule doesn’t apply because the bonds 10% or 12%, based on the taxpayer’s Mutual funds aren’t considered substantially identical. ordinary-income rate. However, a very Investing in mutual funds is an easy Thus, you can achieve a tax loss with small portion of income in the top of way to diversify your portfolio. But virtually no change in economic position. the 12% brackets won’t be eligible for beware of the tax pitfalls. First, the 0% rate. mutual funds with high turnover Warning: You can’t avoid the wash rates can create income that’s taxed sale rule by selling stock at a loss in If you have adult children in the 10% or at ordinary-income rates. Choosing a taxable account and purchasing 12% tax bracket, consider transferring funds that provide primarily long-term the same stock within 30 days in a appreciated assets to them so they can gains can save you more tax dollars tax-advantaged retirement account. sell the assets and enjoy the 0% rate. because of the lower long-term rates. (See Case Study I.) Loss carryovers Second, earnings on mutual funds are Warning: If the child will be under typically reinvested, and unless you or If net losses exceed net gains, you can age 24 on Dec. 31, first make sure he your investment advisor increases your deduct only $3,000 ($1,500 if married or she won’t be subject to the “kiddie basis accordingly, you may report more filing separately) of the net losses per tax.” (See page 18.) Also consider any gain than required when you sell the year against other income (such as gift tax consequences. (See page 22.) fund. Brokerage firms are required to wages, self-employment and business track (and report to the IRS) your cost income, dividends and interest). Paying attention to details basis in mutual funds acquired during You can carry forward excess losses If you don’t pay attention to the details, the tax year. until death. Loss carryovers can be a the tax consequences of a sale may Third, buying equity mutual fund powerful tax-saving tool in future years be different from what you expect. shares late in the year can be costly if you have a large investment portfolio, For example, the trade date, not the tax-wise. Such funds often declare a real estate holdings or a closely held settlement date, of publicly traded large capital gains distribution at year business that might generate substantial securities determines the year in end, which is a taxable event. If you I NV E ST I NG future capital gains. which you recognize the gain or loss. 9
own the shares on the distribution’s proceeds, you can defer the tax on your Keep in mind that all three of these record date, you’ll be taxed on the full gain until you dispose of the new stock. tax benefits are subject to additional distribution amount even if it includes The rolled-over gain reduces your basis requirements and limits. Consult your significant gains realized by the fund in the new stock. For determining tax and financial advisors to be sure before you owned the shares. And long-term capital gains treatment, the an investment in small business stock you’ll pay tax on those gains in the new stock’s holding period includes the is right for you. current year — even if you reinvest holding period of the stock you sold. To the distribution. be a QSB, a business must be engaged Passive activities in an active trade or business and must If you’ve invested in a trade or business Small business stock not have assets that exceed $50 million, in which you don’t materially participate among other requirements. By purchasing stock in certain small and where income or loss flows through businesses, you can diversify your Exclusion of gain. Generally, taxpayers to your tax return, remember the passive portfolio. You also may enjoy preferential selling QSB stock are allowed to exclude activity rules. Why? Passive activity tax treatment: up to 50% of their gain if they’ve held income may be subject to the 3.8% NIIT, the stock for more than five years. But, and passive activity losses generally are Conversion of capital loss to ordinary deductible only against income from depending on the acquisition date, the loss. If you sell qualifying Section 1244 other passive activities. You can carry exclusion may be greater: The exclusion small business stock at a loss, you forward disallowed losses to the following is 75% for stock acquired after Feb. 17, can treat up to $50,000 ($100,000, year, subject to the same limits. 2009, and before Sept. 28, 2010, and if married filing jointly) as an ordinary, 100% for stock acquired on or after rather than a capital, loss — regardless To avoid passive activity treatment, Sept. 28, 2010. of your holding period. This means you you must “materially participate” in can use it to offset ordinary income, The taxable portion of any QSB gain the activity, which typically means reducing your tax by as much as 37% will be subject to the lesser of your you must participate in the trade or of this portion of the loss. Sec. 1244 ordinary-income rate or 28%, rather business more than 500 hours during applies only if total capital invested isn’t than the normal long-term gains rate. the year or demonstrate that your more than $1 million. (See Chart 2.) Thus, if the 28% rate involvement constitutes substantially and the 50% exclusion apply, the all of the participation in the activity. Tax-free gain rollovers. If within 60 days (Special rules apply to real estate; see effective rate on the QSB gain will be of selling qualified small business (QSB) page 13.) To help ensure your hours 14% (28% × 50%). stock you buy other QSB stock with the claim will be able to withstand IRS scrutiny, carefully track and document CHART 2 your time. Contemporaneous record- keeping is better than records that What’s the maximum 2018 capital gains tax rate? are created after the fact. Type of gain Rate1 If you don’t pass the material partici- Taxpayer’s ordinary- pation test, consider: Short-term (assets held 12 months or less) income tax rate Increasing your involvement. If you Long-term (assets held more than 12 months) 15% can exceed 500 hours, the activity Some key exceptions no longer will be subject to passive Long-term gain of certain higher-income taxpayers 20%2 activity rules. Most long-term gain that would be taxed at 10% or 12% Grouping activities. You may be able 0% based on the taxpayer’s ordinary-income rate to group certain activities together Long-term gain on collectibles, such as artwork and antiques 28% to be treated as one activity for tax purposes and exceed the 500-hour Long-term gain attributable to certain recapture of prior 25% threshold. But the rules are complex, depreciation on real property and there are potential downsides Gain on qualified small business (QSB) stock held more to consider. than 5 years n Acquired on or before Feb. 17, 2009 14%3 Looking at other activities. If you have passive losses, one option is n Acquired after Feb. 17, 2009, and before Sept. 28, 2010 7%4 to limit your participation in another n Acquired on or after Sept. 28, 2010 0% activity that’s generating income, so that you don’t meet the 500-hour In addition, the 3.8% NIIT applies to net investment income to the extent that modified adjusted 1 gross income (MAGI) exceeds $200,000 (singles and heads of households), $250,000 (married test. Another is to invest in another filing jointly) or $125,000 (married filing separately). income-producing trade or business The 20% rate applies to taxpayers with taxable income exceeding $425,800 (singles), $452,400 2 that will be passive to you. Under (heads of households), $479,000 (joint filers) or $239,500 (separate filers). I NV E ST I NG both strategies, you’ll have passive Effective rate based on a 50% exclusion from a 28% rate. 3 income that can absorb some or all Effective rate based on a 75% exclusion from a 28% rate. 4 of your passive losses. 10
Disposing of the activity. This generally allows you to deduct all passive losses — Case Study II including any loss on disposition (subject Tax-exempt or taxable bonds? It’s a question of yield to basis and capital loss limitations). But, again, the rules are complex. Working with her financial advisor, Cheryl decides she New! Even if you do pass the material needs more bonds in her participation test, be aware that your loss investment portfolio. She’s deduction might still be limited under the in the 37% bracket, so she’s TCJA’s new rules for deducting business leaning toward municipal losses. See page 14. bonds. After all, municipal bond interest will be tax-free Income investments on Cheryl’s federal return. Qualified dividends are taxed at the favorable long-term capital gains But the fact that an invest- tax rate rather than at your higher ment is tax-exempt doesn’t ordinary-income tax rate. necessarily make it a better choice than a comparable Interest income, however, generally taxable investment. Municipal is taxed at ordinary-income rates. So bonds typically offer lower stocks that pay qualified dividends may yields than comparable corporate bonds. To make a fair comparison, Cheryl be more attractive tax-wise than other needs to calculate the tax-equivalent yield — which incorporates tax savings income investments, such as CDs and into the municipal bond’s yield — using this formula: taxable bonds. But there are exceptions. Tax-equivalent yield = actual yield / (1 – Cheryl’s marginal tax rate). Some dividends, for example, are subject to ordinary-income rates. These include For example, Cheryl considers a municipal bond with a 4.00% yield certain dividends from: and a comparable corporate bond that offers a 6.25% yield. Because she’s in the 37% tax bracket, the municipal bond’s tax-equivalent yield is n Real estate investment trusts (REITs), .04 / (1 – .37) = .0635, or 6.35%. In terms of the amount of income she’ll n Regulated investment companies get to keep, the municipal bond is a slightly better choice. If the municipal (RICs), bond is also exempt from state and local taxes, it’s an even better choice. But Cheryl also needs to consider factors such as risk and how well each n Money market mutual funds, and bond will help achieve her overall investment goals. n Certain foreign investments. The tax treatment of bond income varies. For example: AMT ALERT! Tax-exempt interest by other investment expenses. Any from private-activity municipal bonds disallowed interest expense is carried n Intereston U.S. government bonds is can trigger or increase AMT liability. forward, and you can deduct it in a later taxable on federal returns but exempt However, any income from tax-exempt year against net investment income. by law on state and local returns. bonds issued in 2009 and 2010 (along n Interest on state and local government with 2009 and 2010 re-fundings of You may elect to treat all or a portion of bonds is excludable on federal returns. bonds issued after Dec. 31, 2003, and net long-term capital gains or qualified If the bonds were issued in your home before Jan. 1, 2009) is excluded from dividends as investment income in state, interest also may be excludable the AMT. order to deduct more of your invest- on your state return, depending on ment interest expense. But if you do, that portion of the long-term capital the state. Investment interest expense gain or dividend will be taxed at n Corporate bond interest is fully taxable Investment interest expense — interest ordinary-income rates. for federal and state purposes. on debt used to buy assets held for n Bonds (except U.S. savings bonds) investment, such as margin debt Payments a short seller makes to the with original issue discount (OID) used to buy securities — generally is stock lender in lieu of dividends may build up “interest” as they rise deductible for both regular tax and be deductible as investment interest toward maturity. You’re generally AMT purposes. But special rules apply. expense. But interest on debt used considered to earn a portion of to buy securities that pay tax-exempt that interest annually — even Your investment interest expense income, such as municipal bonds, isn’t though the bonds don’t pay this deduction is limited to your net deductible. interest annually — and you must investment income, which, for pay tax on it. the purposes of this deduction, Also keep in mind that passive interest generally includes taxable interest, expense — interest on debt incurred I NV E ST I NG Keep in mind that state and municipal nonqualified dividends and net to fund a passive activity — becomes bonds usually pay a lower interest rate. short-term capital gains (but not part of your overall passive activity See Case Study II. long-term capital gains), reduced income or loss, subject to limitations. ❖ 11
The TCJA colors the 2018 real estate tax landscape T here are many ways you can maximize the tax benefits associated with owning allowable, without needing to apportion a principal residence, vacation home or rental property — or maintaining a them between personal and business home office. Tax planning is also important if you’re planning to sell your use of your home. home or other real estate in 2018. And the Tax Cuts and Jobs Act (TCJA) changes the tax picture with new limits on some home-related deductions, enhancements Home rental rules to depreciation-related breaks and changes to the interest deduction for businesses, If you rent out all or a portion of your including real property businesses. principal residence or second home for less than 15 days, you don’t have Home-related deductions TCJA effectively limits the home equity to report the income. But expenses The TCJA includes many changes interest deduction for 2018–2025 to directly associated with the rental, affecting tax breaks for home ownership. debt that would qualify for the home such as advertising and cleaning, Consider these itemized deductions in mortgage interest deduction. won’t be deductible. your tax planning: Home office deduction If you rent out your principal residence New limits! Property tax deduction. For Employees can no longer deduct or second home for 15 days or more, 2018–2025, the property tax deduction home office expenses, because of you’ll have to report the income. But is subject to the new $10,000 limit on the suspension of miscellaneous you may be entitled to deduct some combined deductions for state and local deductions subject to the 2% of AGI or all of your rental expenses — such taxes. (See “What’s new!” on page 4.) floor. (See “What’s new!” on page 4.) as utilities, repairs, insurance and Higher-income taxpayers owning depreciation. Exactly what you can valuable homes in high-property-tax If you’re self-employed and your home deduct depends on whether the home locations will likely see a huge drop in office is your principal place of business is classified as a rental property for the federal tax benefit they receive from (or used substantially and regularly tax purposes (based on the amount their property tax payments. to conduct business) and that’s the of personal vs. rental use): only use of the space, you generally New limits! Mortgage interest can deduct a portion of your mortgage Rental property. You can deduct deduction. You generally can deduct interest, property taxes, insurance, rental expenses, including losses, interest on mortgage debt incurred utilities and certain other expenses, and subject to the real estate activity to purchase, build or improve your the depreciation allocable to the space. rules discussed at right. Property principal residence and a second Or you may be able to use the simplified tax attributable to the rental use of residence. Points paid related to method for calculating the deduction. the home isn’t subject to the new your principal residence also may $10,000 limit on the state and local be deductible. For 2018–2025, the Using the simplified option, you can tax deduction. You can’t deduct any TCJA reduces the mortgage debt limit deduct $5 per square foot for up interest that’s attributable to your from $1 million to $750,000 for debt to 300 square feet (maximum of personal use of the home. However, incurred after Dec. 15, 2017. $1,500 per year). Although you can’t you can take the personal portion of depreciate the portion of your home property tax as an itemized deduction New limits! Home equity debt interest that’s used as an office — as you (subject to the new $10,000 limit). deduction. Before the TCJA, interest could filing Form 8829 — you can RE A L E S TAT E was deductible on up to $100,000 of claim mortgage interest, property Nonrental property. You can deduct rental home equity debt used for any purpose, taxes and casualty losses as itemized expenses only to the extent of your rental such as to pay off credit cards (for deductions to the extent otherwise or other passive income. Any excess can which interest isn’t deductible). The be carried forward to offset rental income 12
in future years. You also can take an item- some negative tax consequences. (See the TCJA, real estate businesses that ized deduction for the personal portion of “Passive activities” on page 10.) elect to deduct 100% of their business both mortgage interest and property taxes, interest will be ineligible for bonus subject to the applicable limits. In some To qualify as a real estate professional, depreciation starting in 2018. instances, it may be beneficial to reduce you must annually perform: personal use of a residence so it will be 2. Enhancement! Section 179 n More than 50% of your personal expensing election. This allows you to classified as a rental property. services in real property trades or deduct (rather than depreciate over a businesses in which you materially number of years) qualified improvement Home sales participate, and property — a definition expanded by When you sell your principal residence, n More the TCJA from leasehold-improvement, than 750 hours of service in you can exclude up to $250,000 of gain restaurant and retail-improvement these businesses during the year. ($500,000 for married couples filing property. The TCJA also allows Sec. 179 jointly) if you meet certain tests. Gain Each year stands on its own, and there expensing for certain depreciable that qualifies for exclusion will also be are other nuances to be aware of. If you’re tangible personal property used excluded from the 3.8% NIIT. (See concerned you’ll fail either test and be predominantly to furnish lodging and page 8.) To support an accurate tax basis, subject to the NIIT or stuck with passive for the following improvements to maintain thorough records, including losses, consider increasing your hours nonresidential real property: roofs, information on your original cost and so you’ll meet the test. Keep in mind that HVAC equipment, fire protection and subsequent improvements, reduced by special rules for spouses may help you alarm systems, and security systems. any casualty losses and depreciation meet the 750-hour test. Warning: To help claimed based on business use. Warning: withstand IRS scrutiny, be sure to keep Under the TCJA, for qualifying property Gain that’s allocable to a period of “non- adequate records of time spent. placed in service in tax years starting in qualified” use generally isn’t excludable. 2018, the expensing limit increases to Depreciation-related breaks $1 million (from $510,000 for 2017), Losses on the sale of any personal resi- subject to a phaseout if your qualified dence aren’t deductible. But if part of your Three valuable depreciation-related asset purchases for the year exceed home is rented out or used exclusively for breaks are available to real estate $2.5 million (compared to $2.03 million your business, the loss attributable to that investors: for 2017). These amounts will be portion may be deductible. adjusted annually for inflation. 1. Enhancement! Bonus depreciation. Because a second home is ineligible for This additional first-year depreciation 3. Enhancement! Accelerated depre- the gain exclusion, consider converting it is available for qualified assets, which ciation. This break allows a shortened to rental use before selling. It can be con- before the TCJA included qualified recovery period of 15 years — rather sidered a business asset, and you may improvement property. But due to a than 39 years — for “qualified improve- be able to defer tax on any gains through drafting error in the new law, qualified ment property.” This is a much broader an installment sale or a Section 1031 improvement property will be eligible for property category than the one the exchange. Or you may be able to deduct bonus depreciation only if a technical break applied to before the TCJA. a loss, but only to the extent attributable correction is issued, which is expected. to a decline in value after the conversion. (Check with your tax advisor for the latest information.) When available, bonus Tax-deferral strategies depreciation is increased to 100% (up It’s possible to divest yourself of appreci- Real estate activity rules from 50%) for qualified property placed ated investment real estate but defer the Income and losses from investment real tax liability. Such strategies may even in service after Sept. 27, 2017, but estate or rental property are passive by help you keep your income low enough before Jan. 1, 2023. For 2023 through definition — unless you’re a real estate to avoid triggering the 3.8% NIIT and 2026, bonus depreciation is scheduled professional. Why is this important? the 20% long-term capital gains rate. to be gradually reduced. Warning: Under Passive activity income and losses have Consider these deferral strategies: Installment sale. An installment sale WHAT’S NEW! allows you to defer gains by spreading The TCJA limits interest deduction them over several years as you receive the proceeds. Warning: Ordinary gain Subject to some restrictions and exceptions, under pre-TCJA law interest paid from certain depreciation recapture is or accrued by a business generally was fully deductible. Under the TCJA, recognized in the year of sale, even if for tax years that begin in 2018 or later, businesses generally can’t deduct no cash is received. interest expenses in excess of 30% of “adjusted taxable income.” Sec. 1031 exchange. Also known as Taxpayers (other than tax shelters) with average annual gross receipts of a “like-kind” exchange, this technique $25 million or less for the three previous tax years are exempt from the allows you to exchange one real estate interest deduction limitation. Some other taxpayers are also exempt, includ- investment property for another and RE AL E S TATE ing real property businesses — but only if they elect to continue to fully defer paying tax on any gain until you sell deduct their interest. And if they make the election, they’re required to use the replacement property. Discuss the the alternative depreciation system for real property used in the business. limits and risks with your tax advisor. ❖ 13
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