4 Tax-Planning Tips to Kick Off 2019

The start of a new year is the perfect time to begin thinking strategically about taxes. With 2019 right around the corner, here are a few moves to plan on making.

1. Figure out whether you'll take the standard deduction or itemize

Tax filers have two options when preparing their returns: They can itemize their deductions or take the standard deduction dictated by the Internal Revenue Service. In 2018, the standard deduction nearly doubled from what it was the previous year, and in 2019, it's going up again to $12,200 for individuals and $24,400 for married couples filing jointly. As such, a large number of filers are less likely to itemize on their returns given these increased limits.

Now, if you expect your itemized deductions to total $10,000 in 2019 and you’re a couple filing jointly, you can write off the idea of itemizing, since claiming the standard deduction will be a no-brainer. But if you find that you’re on the fence when you sit down to do your 2018 taxes, you might consider bunching some deductions in 2019 so that itemizing makes sense that year.

Let's say you're a joint filer who racked up $23,500 in eligible deductions in 2018, and you expect to hit that same limit again in 2019. A few more charitable donations or deductible medical procedures might put you over the edge for the 2019 tax year, in which case you might choose to accelerate some expenses from 2020 into 2019. Therefore, the sooner you decide whether you intend to itemize on your 2019 return, the better positioned you’ll be to make decisions that help you capitalize the most on that move.

2. Check your withholding

Most Americans didn't update their tax withholding in 2018 despite the fact that the IRS has been urging filers to do so following the massive tax overhaul that took effect earlier in the year. Why is this a problem? The purpose of withholding is to pay the IRS its share of your earnings throughout the year so that you don't owe too much come tax time. At the same time, you don't want to overpay your taxes during the year and give the IRS too much of your money up front, because in doing so, you lose the ability to use that money when you might need it. But by not checking your withholding, you're risking either scenario, and that's just not great for your finances either way.

A better bet: Check your withholding in early 2019 so that you can make adjustments as necessary. This will help you avoid underpaying or overpaying your taxes in the coming year.

3. Figure out if your first required minimum distribution is due

If you have retirement savings in a tax-advantaged plan other than a Roth IRA, required minimum distributions (RMDs) are, unfortunately, something you need to worry about. The IRS doesn't want seniors' retirement savings to sit and grow in a tax-advantaged fashion indefinitely, and so once you turn 70 1/2, you're required to start removing a portion of your account each year (that amount is based on your account balance coupled with your life expectancy).

Normally, RMDs are due by Dec. 31 each year, but if you turned or are turning 70 1/2 at any point in 2018, you'll need to take your first one by April 1, 2019. Mark that date on your calendar if it applies to you, because if you fail to take your RMD in time, you risk forfeiting 50% of that amount to the IRS.

4. Evaluate your portfolio

December has been a volatile month for the stock market, so if you have investments, there's a good chance you've been seeing some losses on paper in recent weeks. And while you don't want to act too hastily by liquidating your holdings and taking too many actual losses, a few losses might do you some good early on in the coming year.

That's because those losses can be used to offset gains, so if the market picks back up over the course of 2019 and you're able to make money on other investments, you can use your losses to offset those gains. You can also apply up to $3,000 worth of losses to offset your ordinary income, so if you're getting a raise in 2019, taking an investment loss is a good way to cancel out some of its potentially negative tax implications. Therefore, if you evaluate your portfolio and determine that some of your stocks are underperforming, it might make sense to unload them early on in the year.

Your goal in any given year should be to pay as little in taxes as possible. Follow these tips, and you might keep more of your hard-earned money in 2019.

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