Year-End Tips to Minimize Your Investment Taxes

You can reduce your investment taxes, especially after a year when you likely sold some losing stocks. Here are 5 tips to limit the damage.


One thing you can say about this year’s markets—they sure weren’t boring! Volatility was the rule—not the exception—this past year, with the major indexes all ending the year higher. Those gains mean investment taxes for sellers that were able to take advantage of the market rally.

The end of the year is always a good time for us to take stock of our finances, assessing how well we did during the year managing our income and expenses—and most importantly—how we can keep more of our money and give less to Uncle Sam. Consequently, these five tips for reducing your investment taxes are designed to help you do just that.

And this year, with all the volatility in the markets, you may have a few stocks dragging down your portfolio returns. But I hope you have many more that have given you some great gains. And if that’s the case, my first recommendation below may help ease the pain of your losses.

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Five Tricks to Reduce Your Investment Taxes 

Tax Harvesting. This strategy helps to offset your capital gains with capital losses when you do your investment taxes, a method to sell your losers to reduce the tax hit that is incurred when you sell your winners. If you have held onto a stock that just hasn’t performed as you anticipated, or you want to rebalance your portfolio, now is the time to cut your losses and sell the losers, for a possible tax advantage.

Loss Carry-Forwards to Offset Ordinary Income. In the same vein, if you are holding a portfolio with several losing stocks, and the rest of your portfolio has given you some very nice gains, you may decide to “bite the bullet” and unload all the nonperformers. The IRS allows you to offset ordinary income by using up to $3,000 of your excess loss. And if you have more losses than $3,000, you may carry them forward in future years. But please remember the IRS wash sale rule, which requires that you wait 30 days after selling a losing stock before you can buy it back at the discounted price.

Don’t Trade as Much. Every time you cash in a stock for a profit, you generate a capital gain. If you hold a stock for less than a year, you will be socked with a short-term gain, taxed as ordinary income. But if you keep it for longer than a year, your gain will be taxed at the lesser capital gains rate. With the recent changes to tax laws, the capital gains tax remains the same, 0%, 15% or 20%. But the rates no longer depend on your tax bracket; the new law requires they be applied to different income thresholds, which, generally, keep rates at essentially the same levels for taxpayers.

Take Advantage of Tax-Deferred Accounts. As you are well aware, investing in tax-deferred accounts, such as a 401(k), 403(b), a SEP plan (for business owners) or an IRA allows you to stockpile your savings and defer payment of taxes on your dividends, interest or capital gains until you withdraw money from the account.

The following graph from Fidelity.com compares the tax savings of placing a $250,000 bond in a taxable account vs. a tax-deferred annuity and a tax-deferred IRA. It’s a pretty significant difference!

Make Sure Your Assets are Allocated to the Right Accounts for Tax Efficiency. Your investments that generate the highest taxable income—assets such as high-turnover mutual funds or Real Estate Investment Trusts, and taxable bonds—may be best-suited for accounts that provide tax advantages, such as 401(k)s and IRAs. Alternatively, assets like munis, stock index ETFs, and long-term equity holdings—where taxes are minimized—would be better served in a taxable account.

The following chart, also from Fidelity, explains the tax treatment of various investment vehicles, and how they may be treated if held in taxable, tax-deferred, or tax-exempt plans.

This chart should help you plan your investment taxes this year.I hope these ideas for how to navigate your investment taxes help you hold on to more of your hard-earned money. As you can see, it pays to plan—not just your investing strategy, but also how to maximize the tax savings on that strategy.

*This post has been updated from a previous version.

Learn the best ways to gain your own financial independence and security—get this FREE report now, 5 Steps to Your Financial Freedom, and you’ll have a solid strategy and plan for using the stock market to achieve your own financial freedom. Act now to download this FREE report today!

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