Year-End Portfolio Checkup: 6 Tax-Smart Tips

Now is a good time to review your investment portfolio and your overall financial plans and ensure you’re doing all you can to maximize your savings and reduce your tax bill. If you wait until after the holidays to reassess your finances—you could miss out on opportunities that disappear at year end.

Here are six end-of-year tax-smart portfolio tips to consider implementing right now: 

Maximize your retirement savings

A tax tip you may already know: contributions to tax-deferred retirement accounts—such as a 401(k)—reduce your taxable income and provide tax-deferred growth until retirement.  End-of-year is a good time to re-evaluate your overall savings, do a portfolio checkup and determine if you can bump up what you’re putting away for retirement.

You can also make lump-sum contributions from an annual bonus to give your savings a boost. And remember, if your employer offers matching contributions—don’t leave free money on the table—it’s a good idea to take full advantage of those additional funds.

If you’re currently in a lower tax bracket and you’re likely to be in a higher tax bracket when you retire (a lot of younger people fall into this category), consider making contributions to a Roth IRA or Roth 401(k).  Though contributions to Roth accounts are made with after-tax dollars, that money can grow tax free. And when you retire, you won’t have to pay taxes on the withdrawals.

A retirement savings tip for those who are self-employed or business owners is to consider making contributions to a tax-deferred retirement account such as a SEP-IRA, SIMPLE IRA or individual 401(k). These contributions will lower your taxable income and could help you stay under the phase-out limitations for the new 20% deduction on pass-through income.

Consider a Health Savings Account (HSA)

Another option to consider when doing a portfolio checkup is an HSA. If your employer offers an HSA—and you qualify to contribute to one—this can be a tax-smart way of setting aside money for qualified medical expenses. HSAs offer a triple tax advantage: You pay no federal taxes on your contributions,⁵ no federal taxes on investment earnings⁶ and no taxes on withdrawals as long as the money is used for qualified medical expenses.⁷

If you’re fortunate enough not to have to many medical expenses, are 65 or over and have money left over in your HSA during retirement, you can use that money to pay for living expenses—the only caveat being, you’ll have to pay taxes on the withdrawals when they’re not just for medical expenses.

Give to a favorite charity for tax savings

The end of the year is a time when many people think about charitable giving. As with other aspects of your finances, it’s important for charitable giving to be part of a broader financial plan, and it’s a great option you can consider when doing a year-end portfolio review.

One way to maximize the tax benefits of charitable giving is to concentrate your giving into a high-tax year.

By giving a large amount one year and not the next, you could maximize your itemized deductions in that year and take the new increased standard deduction the next year. Giving appreciated assets in this manner is a great way to maximize your charitable giving deduction, and a donor-advised fund (DAF) could be used to facilitate that gift.

If you’re 72 (or turned 70½ before January 1, 2020), you could also consider donating directly to a charity from your retirement account, using a qualified charitable distribution (QCD).  A QCD allows you to meet the required minimum distribution and has the added benefit of not being included in your taxable income. 

Tax-saving gifts: Gift assets to your loved ones

Each year you’re allowed to give up to $15,000 to any number of people without having to pay a gift tax. This year-end tax tip recommends taking advantage of this yearly exclusion. It can allow you to transfer a large amount of wealth to your loved ones tax free and without eating into your gift and estate tax exemption. Those gifts can be used for any number of financial goals, including funding a grandchild’s 529 college savings plan or helping a loved one make a down payment on a new house.

Portfolio checkup: Rebalance your portfolio

When you’re considering a portfolio review you have to remember that the market is constantly changing, which can skew your asset allocation from its original target. Over time, assets that have gained in value will account for more of your portfolio, while those that have declined will account for less. This can leave you exposed to unintended risk if the market environment should suddenly change. That’s where rebalancing your portfolio comes in.

Rebalancing involves selling positions that have exceeded your target allocation and moving the proceeds to positions that have become under-represented. The end of the year is a good time to take a look at your portfolio allocation and make sure it’s aligned to your goals and risk tolerance. This can be especially important for people nearing or in retirement, who might be more sensitive to market volatility. 

Consider tax-loss harvesting

Tax-loss harvesting is an underappreciated investing strategy that you should consider while rebalancing your portfolio. Investors have a tendency to avoid selling anything at a loss, but there can be a significant tax benefit to selling a losing position if you have capital gains to offset. Tax-loss harvesting can also serve as a motivation to sell underperforming investments or to re-diversify overly concentrated stock positions.  If you want to have a strong handle on your finances remember to follow the above year-end tips.