Tax

The rise of "tax alpha" — 5 investing moves to make now

The wonky term "tax alpha" is well on its way to becoming mainstream for investors. Once the domain of wealth advisors and boutique investment managers with a quantitative bent, the phrase refers to the "extra" layer of after-tax profits that can come from making smart moves to minimize tax bills on securities and funds, and across entire portfolios.

Take an investor with a $1 million portfolio that compounds at 7% a year. After 20 years, that stash would be worth $3,869,684.46, including $2,869,684.46 in unrealized capital gains, according to a simplified example from Morgan Stanley.

Now say that same investor pays the 20% long-term capital gains tax each year. Doing so slices into the pie and its ability to grow, which means it lands at a much lower $2,973,571.35 after 20 years. Of that sum, $1,973,571.35 constitutes capital gains.

Now assume the investor waits until year 20 to pay the taxes owed on her investment. By the time she does that, she will have $2,295,747.57 in capital gains on an investment that has reached $3,295,747.57.

"Tax drag as a measure of the effect of paying taxes annually will always be greater than the tax rate when realizing gains frequently; it increases with the investment horizon and with the size of the return," the Wall Street institution wrote in a primer last year on tax alpha.

By waiting until year 20 to pay the taxes, instead of paying them annually, the investor creates $322,176.22 of "tax alpha."

"Clearly, the effects of paying taxes annually are quite damaging to your after-tax result, and any attempt to reduce the tax drag on the portfolio is a worthwhile pursuit," the guide said.

While Morgan Stanley calls the example hypothetical, its basic principle revolves around the concept of deferral, in which it's generally more lucrative to pay taxes later rather than sooner. One big reason why: Kicking the tax can down the road gives the can more time to grow larger.

Scroll through our slideshow for a look at specific moves investors and their financial advisors can make to boost their tax alpha — if they watch out for the pitfalls:

Wash sales

Intentionally sell a losing stock to capture the tax value of the loss, and you can create a nice cushion that offsets gains taken elsewhere on profitable shares, and even a slice of ordinary income, such as wages. The key: waiting 30 days before or after the sale before buying the same thing or something "substantially identical." Amid that fuzzy threshold, pitfalls to what's known as the wash-sale rule abound, especially as look-alike index funds and exchange-traded funds flourish in number.

Read more: A guide to staying legal on the wash-sale rule

Tax-loss harvesting

One of the main tools for generating tax alpha involves a strategy known as tax-loss harvesting. It's where the wash-sale rule comes into play, because it revolves around dumping stocks, bonds or funds whose values have declined, then using the losses to offset taxable gains on realized investments and, sometimes, a slice of ordinary income.

The issue is that the strategy can lead unwitting investors to dump battered stocks that quickly bounce back.

Read more: Why it's the perfect time — and potentially the worst — for tax-loss harvesting

SECURE 2.0

Tax laws change all the time, and 2023 is no exception. Several provisions of the retirement package known as SECURE 2.0 come into force this year. Here's how they impact retirement planning and investments.

Read more: 7 tax-planning provisions in SECURE 2.0 now that filing season is over

Making retirement savings last

Fear of running out of money in one's last decades of life is common. Luckily, strategies to stretch those hard-earned savings come in many forms.

Read more: 5 strategies to make retirement savings last

529 college-savings plans

Perhaps the only thing more stressful than applying to college is figuring out how it will be paid for. Education savings plans known as 529s can ease some of that pain, but only if used correctly.

Read more: Nearly two-thirds of 529 accounts leave big money on the table. Here's why
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