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Hacking the Tax Plan: 13 Ways to Profit Off the Republican Tax Bill

Move to New Hampshire (Or Alaska. Or Texas.) The tax bill would limit the amount ... Starting next year, the tax law would limit 1031 exchanges to real estate transactions only — meaning this is a good time to upgrade your jet, if you’re going to ...

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margin: 0 0 15px; } .section-upshot.desktop .nytint-upshot-nameplate .upshot-nameplate-upshot { margin: 15px 0; max-height: 30px; } .section-upshot.desktop .nytint-upshot-nameplate .upshot-social { margin-top: -6px; } .section-upshot.desktop .story-meta .story-meta-footer { border-top: 0; } .interactive-leadin.summary { font-family: "nyt-franklin", arial, helvetica, sans-serif; font-size: 16px; font-weight: 100; line-height: 1.3; } .viewport-medium .interactive-leadin.summary { text-align: center; } .interactive-leadin.summary .summary-text { margin-right: 5px !important; } .section-upshot .interactive-byline { margin-bottom: 0px; } /* ribbon acting weird */ #masthead { position: fixed; top: 0; } @media screen and (max-device-width: 767px), screen and (max-width: 767px) { #shell { width: auto; padding-top: 0 !important; } #masthead { position: relative; top: initial; } .section-upshot.desktop .nytint-upshot-nameplate .upshot-nameplate-upshot { margin: 0 0 11px; } } Seiji Matsumoto Professionals call it tax planningAnalysts call them tax gamesWe’re calling them tax hacksEvery tax bill has little incentives or loopholes that encourage some behaviors and discourage othersThe bill recently passed by the Senate is no different: It is full of little opportunities to make money — or at least save some. We’ve put together a list of some of the most interesting and useful tricks, with help from some of the country’s leading experts in law and financeThis isn’t meant to be real tax advice — for that you’ll need to hire a professional — but it does shed light on the key features (or holes) in the Senate bill. Many are changes that involve doing something right now, in the final days of 2017Others would take longer to pull off but could have lasting payoffs, reaching into the next generation. We focused on the Senate’s version of the legislation, because experts say the final bill is likely to resemble it in important waysBut Senate and House negotiators are still working out a compromise, so some rules might change before the bill becomes lawHere are some money-making opportunities in the current legislation, ranked by degree of difficulty. Difficulty: Easier Seiji Matsumoto If you’re going to give to charity next year, consider donating now instead If you’re feeling generous, you’re likely to get a reward if you donate now, under the current tax systemBecause of changes to tax rules, most families won't be able to itemize deductions and thus won't get much tax benefit from charitable giving once the new system kicks inSo it is probably better to give now, when you can write it off as part of an itemized tax return. The same logic applies to any other expense that you can currently itemize: The deductions are likely to be worth more to most people this year than in the futureIf you can afford to pay some of your mortgage or student loan bills early, including interest — or pay for big, anticipated medical expenses — you will probably get a bigger benefit if you do it this yearThe downside to these strategies: “You have to write a check,” said Steven Rosenthal, a senior fellow at the Urban-Brookings Tax Policy Center“That’s always true in life — you have to have money to make money.” For bonus savings: If you’re thinking about donating stocks to charity, and you’ve bought stock from the same company at different prices, consider donating it this yearUnder current law, you can pick which batch you are donating, meaning you can choose the shares that have grown the most in value since you bought them, and earn the largest charitable deductionUnder the new law, you will have to sell the shares in the order you bought them. Have your kids right away The bill creates a tax credit for businesses that offer paid financial leave to new parents — but only for two years, and only in states that don’t already require such leave to be paidThat means hopeful parents who live in red states may want to consider childbearing in 2018 or 2019. Difficulty: Moderate Get lucky with the timing of your inheritance The Senate bill makes big changes to the estate tax that will influence when it would be best to inherit a big fortune, should one be coming your wayCurrently, estates larger than $5.5 million are subject to a 40 percent tax, while smaller estates can be transferred with no tax at allThe Senate bill would double that limit, beginning next year, then roll it back to the current level in 2026“It’s the ‘Weekend at Bernie’s’ Act of December 2017,” said Daniel Hemel, an assistant law professor at the University of Chicago who studies taxes“And the ‘Throw Momma From the Train’ Act of December 2025.” Seiji Matsumoto Buy now, earn later If you own a company that expects to buy equipment, tools or machines in the next few years, do so by the end of 2018That’s because of two key features of the Senate tax plan: expensing and a delayed corporate tax cut. First, expensing: For the next five years, the bill will allow companies to deduct the whole value of new capital investments from their income before paying taxes, meaning a big tax discount in the short termThe provision is a temporary change from current rules requiring expenses to be spread over several years, and is intended to encourage more investment by businesses. Next: The rate increase delayThe tax bill offers an extra incentive to buy stuff right away, because the current 35 percent corporate tax rate stays in place for a year before it falls to 20 percent in 2019Companies will want to keep their earnings low next year, when the tax rate is higher — all the more reason to buy expensive assets in 2018Because of the rate change, corporations will generally have incentives to do whatever they can to postpone earnings until 2019. Move to New Hampshire (Or AlaskaOr Texas.) The tax bill would limit the amount of state and local taxes that Americans can deduct from their incomes before paying federal taxesUnder the Senate plan, taxpayers would be able to deduct only $10,000 in such taxes, and only from property taxesThe burden of this change will fall heavily on residents of states with relatively high local taxes, particularly on income and sales — think California, New York and New JerseyThese people will fare relatively worse as more of their income will become subject to federal taxes. But there are other states that have relatively low state and local tax burdens, and where the local taxes that exist are on propertyLiving in one of those places could insulate you from the change, and increase your tax reductionAccording to an analysis from the liberal Center on Budget and Policy Priorities, places with the lowest state and local taxes on income and sales include portions of Alaska, New Hampshire and TexasMay we suggest New Hampshire? It has lovely mountains. If you’re going to move, consider doing it nowAmong the many tax credits that would be repealed under the tax bill is one for moving expenses. If you insist on remaining in a high-tax state, try to earn more this year The tax bill will substantially limit the degree to which people can deduct state and local taxes from their income before calculating federal taxes, starting in the 2018 tax yearThat means that, for many people in such places, there’s an advantage in earning as much this year as possibleThe more you earn before the switch, the more you’ll pay in state income tax, and the more you can discount your federal taxes — an opportunity that disappears next year. There are a few maneuvers that might prove usefulIf you work for a company that tends to pay large annual bonuses, like a hedge fund, ask if you can get your bonus before the end of the yearIf you have valuable stock you hope to sell in the near future, you may want to do it now(There are other changes that also make stock selling now a good idea, assuming you plan to sell it soon anyway.) A more complex maneuver might be converting your traditional I.R.Ainto a Roth I.R.A., a move that will increase some people’s income now and lower their tax liability later. And, if your state or municipality lets you prepay local taxes, as, say, Cook County, Ill., does, you can pay some of next year’s estimated taxes now and deduct more on your 2017 return. These strategies make sense only in places where local taxes are high, and for taxpayers who are not paying the alternative minimum tax“If you were in Florida, it wouldn’t pay to do this,” said Bob Gordon, the president of Twenty-First Securities, a New York-based brokerage and money management firm. Upgrade your private jet The Senate bill would tighten up rules for transactions known as 1031 swapsUnder current law, you don’t have to pay taxes on capital gains you earn from selling a wide variety of business assets, as long as you quickly use the proceeds to make another, similar purchaseThe provision is most often applied to real estate transactions — think selling one office building and buying another — but other kinds of assets have been allowed in swapsThey are used often by art dealers and collectorsThe broad rules have also made them a good way for corporations or individual private jet owners who use their planes for business as well as pleasure to sell an older, depreciated jet and buy a new one without having to worry about tax consequences(If you really want to get in the weeds, depreciation rules for private jets make this a particularly useful maneuver.) Starting next year, the tax law would limit 1031 exchanges to real estate transactions only — meaning this is a good time to upgrade your jet, if you’re going to do it“I think it’s going to affect the private jet industry,” MrGordon said, anticipating more transactions this year and fewer in the future. Seiji Matsumoto If you send your children to private school, open a 529 account Currently, such tax-free accounts are devised to help parents save money to pay for their children’s college educationsBut the tax bill would allow parents to use money from the accounts to pay for up to $10,000 a year in K-12 private education and home schooling as well. As Ben Miller, the senior director for postsecondary education at the liberal Center for American Progress, notes, the change could have a number of valuable effects for families that use itIt would shield private school tuition from federal taxation, even though there would be less time for the money to accrue, undermining the account’s original intent as a savings vehicleThe change may also make private school tuition subject to state tax breaks in many states — since several protect 529 savings from state taxation as wellIn high-tax states, the savings could come to more than $500 a year, even if tuition money immediately passes through the 529 account(This calculator may be helpful.) The application of 529 funding to home schooling expenses could help families pay for some household expenses tax freeThough some more elaborate schemes involving travel-based home schools would probably be disallowed, MrMiller said in an email, “you could probably still get state-tax-free internet service and computer purchases this way.” Seiji Matsumoto Turn yourself into a pass-through business Our colleague Neil Irwin, who writes on economics and business, is paid as an employee of The New York TimesBut under the Senate tax bill, he’d be much better off turning himself into a business and collecting the equivalent of his earnings and benefits as payments to a hypothetical new company, Irwin Scribblings, LLC. MrIrwin’s company would be joining the ranks of the most common type of business in America: the pass-throughIn typical corporations, the company’s profits are taxed twice: once on the company’s income and again on the dividends passed on to its shareholdersBut in pass-throughs, the company’s income is essentially “passed through” to the owner and taxed at whatever tax bracket the owner is inMost kinds of freelance and consulting businesses operate as pass-throughsSo do companies that are organized as partnerships, like law firms, dental practices and many real estate firms. If you run a pass-through business that earns up to $250,000 a year if you’re single ($500,000 if you’re married), you get a 23 percent tax break on all profit that comes through your company — in other words, only 77 percent of that income would be taxedThat might make it worthwhile for some workers to switch from salaried work to freelance, though there are a few complications, like obtaining health insurance and getting your employer to agreeThose earning more might still be better off as a pass-through, but there are more rules about what types of income qualify for the deduction. This shift is something that actually happenedIn 2012, Kansas instituted even more generous pass-through rules, leading many people — perhaps 1 out of every 500 workers — to persuade their employers to pay them this way. Difficulty: Hard Turn yourself into a corporation If you’re really wealthy and earn a lot of money you don’t plan on spending soon, you may want to turn yourself into a different kind of company: a corporation, instead of a pass-throughAs a so-called C-corp, your company’s earnings will be subject to the 20 percent corporate tax, a big reduction from the top individual rate, even with the pass-through discountAnd, under the bill, corporations are allowed to deduct state and local taxes, which individuals and pass-throughs can’tThe downside comes if you want to pay those earnings to yourself; they would become subject to a dividends tax. If you think you’ll need the money right away, and earn less than $500,000, a pass-through may be better for youBut if you will never spend the money, you can leave

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