Two Big Questions as Tax Time Arrives
Photographer: Daniel Acker/Bloomberg

Two Big Questions as Tax Time Arrives

’Tis the season for 1040s, TurboTax and a whole lot of teeth clenching. The US tax-filing period began on Monday. Filers have until April 18 to send their returns to the IRS without requesting an extension. 

It’s an annual rite of pain that brings with it plenty of pitfalls. Some have turned to TikTok  — dare I call it #TaxTok — presumably to learn about taxes, but also to distract themselves as 2023 kicks into high gear.

This year will be something of a return to normal for most filers. Much of the coronavirus pandemic aid — including stimulus payments, larger child tax credits and business stimulus — that was administered through the tax code has expired. And if you have to contact the IRS at some point this year, hopefully you’ll have a better experience: The agency has added 5,000 customer service representatives. The IRS answered a historic low of about 10% of calls during the 2021 filing season. The goal this year is 85%. 

That’s cold comfort at a time when stock market lossescrypto meltdowns and a mind-numbing patchwork of work-from-home tax rules may change the way that many people file this year. I sent a big callout to financial advisers and tax experts across the US to ask them two questions. The first was general: What are the biggest mistakes they see, time and again, at tax time? And the second is more specific to this year: What should clients know about tax-loss harvesting?

I’ll get to the mistakes to avoid first. 

The Refund Obsession

I thought this was a good point from Lance Elrod at Next Step Financial Transitions:

“One of the biggest mistakes we see when it comes to tax season is people wanting to have a very large refund,” he emailed me. “While it is much better than having to owe a large portion, a large refund means you have given the government an interest-free loan for most of the year and they are now giving your money back to you.”

Filing Too Early

The conventional wisdom is to get your taxes done as soon as possible. While this is true in general, Matthew Daniel of Columbus Wealth Management makes a strong case for holding your horses, at least for a while:

“Corrected 1099s or delayed K-1s are becoming increasingly common, and filing early could mean this information is left out and cause clients to amend returns later in the year, which results in additional time, stress and accounting fees,” he says. 

Contribution Windows

Kelly Nilsson of Brava Financial points out that many people fail to take advantage of the contribution window for the prior year’s benefits. This might include not fully funding an HSA, a deductible IRA or a backdoor Roth conversion. Those moves can be made for 2022 until taxes are filed (or the April deadline), she says.

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