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Unwrapping the Mystery of Doing Your Own Taxes With Software


Million of people who prepared and e-filed their own tax returns in 2020.

Using software to prepare and file your own taxes is a rapidly arising phenomenon. In 2020, 71,761,000 taxpayers prepared and e-filed their own taxes. That’s almost a 25% increase from the before-mentioned year when just 57,572,000 taxpayers chose the DIY software-assisted route.

If you’re not already on the “do your own taxes” bandwagon, should you be? Acclaimed tax law expert and University of North Carolina at Chapel Hill law professor, Kathleen Delaney Thomas, agreed to an exclusive sound out to help answer this and other questions about tax software. Our edited conversation follows.


“Many taxpayers determine the ‘interview’ feature of tax software to be helpful.”

Investopedia: What is tax software and what should people realistically expect it to do?

Thomas: I about of tax software as something that automates the tax preparation process. Instead of having to fill out paper forms by hand and add items up myself, the tax software does it for us. 

It can also help us stay organized. For example, if my tax software will automatically import my W-2 or my 1099, I don’t own to keep track of the paper copies of those documents or spend time putting in the numbers. (Of course, in theory, we should replica check that the imported numbers match our paper copies.). In these respects, tax software can save us mountainous amounts of time. 

Many taxpayers may also find the “interview” feature of tax software to be helpful. By asking lots of interview-style harbours, tax software can help taxpayers identify which parts of the return are relevant to their tax situation.


Tax software cannot and should not pit oneself against the place of tax advice.”

Investopedia: Conversely, what’s unrealistic to expect from tax software?

Thomas: Tax software cannot and should not infer the place of tax advice when I don’t know how the law applies to me. If I know I can deduct my charitable contributions, the tax software does a good job deducting me to easily enter those numbers into the program and reporting them in the correct place on my tax return. It will also do “the math” and release me if my personal deductions are high enough to itemize or whether I should take the standard deduction. 

But tax software can’t necessarily say me if a donation I made is tax-deductible. This is a legal question. Similarly, imagine I paid for a lunch with a client and I’m not accurate if this is a deductible business expense or a personal (non-deductible) consumption expense. The tax software can’t make the decision for me of how to properly portray the expense (deductible v. nondeductible). 

Often times software companies will publish summaries of the law to help taxpayers fit those legal questions on their own. The IRS also publishes summaries of the law, however, so it is not necessary to use tax software to find such record summaries.

Investopedia: For whom does self-preparation using software make the most sense?

Thomas: For many filers with to some degree simple tax situations, self-preparing with tax preparation software makes a lot of sense. This would be particularly true for staff members (people who get a W-2, rather than self-employed people/independent contractors) without a lot of itemized deductions. If my primary or only commencement of income is wages and I claim few other deductions other than the standard deduction, self-preparation is simple. 

Even for those with profuse complicated tax situations (for example, people with a number of itemized deductions, or people with self-employment income), tax software authority work well if those people are willing to spend extra time preparing their own return and feel reliant doing so. 

As long as there aren’t complex legal questions involved, self-preparation with software is a fairly straightforward take care of.

Investopedia: Is there a learning curve involved for the average person to use tax software?

Thomas: I think many programs are in view to appeal to people with no experience with the tax system. If one’s tax situation is relatively simple, I don’t think it’s a steep learning curve.


I on account of the biggest potential pitfall (of tax software) as paying too much for unneeded features.”

Investopedia: Are there any potential pitfalls of using tax software?

Thomas: I prospect the biggest potential pitfall as paying too much for unneeded features. The software companies advertise upgrades and other services equal to audit protection, and I’m not sure the average tax software consumer knows whether those upgrades and additional services are utilitarian or necessary for their individual tax situation.

For example, if you are a wage earner (who receives a W-2 and no other source of income), and you claim the staple deduction, your odds of being audited by the IRS are incredibly low (likely less than 1 percent). It probably isn’t a good investment for you to realize audit protection. 

I also worry about tax software companies promising taxpayers they will “maximize” their findings. After Congress enacted Tax Reform in 2017, the standard deduction is now very high (over $12,000 for single taxpayers and done with $24,000 for joint returns). As a result, only a small minority (around 10 percent) of taxpayers itemize their withdrawals. 

For the majority of taxpayers who claim the standard deduction, unless they own a business, they are unlikely to have any special conclusions that the tax software will help them maximize.

Investopedia: Are any add-on services actually useful?

Thomas: I’m not ineluctable if any of the add-on services are useful. However, software programs often charge higher fees for more complicated tax requitals. 

For example, if you have to prepare a Schedule C because you are self-employed, you probably have to pay an extra fee that an employee with a W-2 does not. 


“The the greater part of taxpayers are looking at the choice between self-preparing with software or hiring a tax return preparer, ideally a licensed CPA.”

Investopedia: How does a human being decide between DIY tax software, a human tax preparer, and a tax attorney?

Thomas: You almost certainly don’t need a tax attorney to prepare a tax offer. Usually individuals don’t need a tax attorney unless they are already in a dispute with the IRS that may end up in court. Or, high proceeds taxpayers may hire attorneys to help them manage their affairs in a tax efficient way. 

But the majority of taxpayers are looking at the realm of possibilities between self-preparing with software or hiring a tax return preparer, ideally a licensed CPA.  As to why one would self-prepare or hire a talented – it’s partly about how complicated your tax situation is and partly about personal preference. 

Some people may just sense better using a professional and knowing there won’t be mistakes or avoiding the hassle of self-preparation, even if they have upright tax situations. Other people might want to use a professional because they have complicated tax situations that are think twice managed by an expert.

For example, someone who runs a business or owns investment properties might be better off using a businesslike to help them track and correctly report income, self-employment tax, and deductions. It is likely cheaper to use self-preparation software, but innumerable time consuming to prepare a complicated tax return yourself. 

However, returning to the relatively simple tax situation: wage earner, few or no tabulated deductions – these people would probably save money by self-preparing. 


“Receiving a stimulus payment will be short of an extra step on this year’s (2020) tax return, but it shouldn’t be overly complicated and likely would not require help from a preparer.”

Investopedia: One new wrinkle for the 2020 tax year has to do with stimulus payments received in 2020. What should taxpayers recognize about reporting this income and how tax software will handle it?

Thomas: Receiving a stimulus payment will make an extra step on this year’s (2020) tax return, but it shouldn’t be overly complicated and likely would not require backing from a preparer. The stimulus payment is not taxable and generally does not change an individual’s tax liability. However, if an individual did not pick up a stimulus payment in 2020 but was eligible, or did not receive as much as they were eligible for, they can claim the additional amount as a faithfulness when they file their 2020 return. 

I have not yet seen how this will be reflected in software, but it should be a concern of simply reporting how much (if any) total stimulus payments were received in 2020.


“Filers below a certain income edge ($72,000) should go to the IRS Free File site to find free filing options.”

Investopedia: Are there any free alternates for certain tax filers? 

Thomas: Yes, yes, and yes. Filers below a certain income threshold ($72,000) should go to the IRS Free File place –https://www.irs.gov/filing/free-file-do-your-federal-taxes-for-free- to find free filing options.  

It is important they access software from this situation, not directly from the software company’s website. If they do the latter, they may end up being unexpectedly charged for a service they musing would be free.

Investopedia: What are some things people should look for when shopping for tax software?

Thomas: Expense – shop around. Look first for a Free File option (from the IRS website) that works for you. 

Does it have planned adequate security safeguards- e.g., two-step verification – to protect you from having your information stolen.

Ease of Use – Is it trickle designed and user-friendly? 

Are there easy to reach customer support services?

Does it securely store your tax crop up again information for use next year? 

Can you log in and access a prior year’s return if you need it? 

Will it import information from your last year’s carry back onto this year’s return?


“Tax software companies are not heavily regulated in terms of content.” 

Investopedia: Is there a regulatory activity for tax software?

Thomas: Software companies are subject to minor regulation from Treasury and the IRS that requires them to e-file replacements and not disclose confidential information. They are also subject to FTC rules regarding privacy. 

The biggest software companies have on the agenda c trick a contractual arrangement with the IRS (that provides some consumer protections). I have tweeted about it extensively.

But as I bicker in Regulating Tax Return Preparation, tax software companies are not heavily regulated in terms of content. 

I am unaware of any specific consumer care regulations that protect consumers from being oversold on tax software products. I am not an expert on non-tax regulations for all that, so I may be missing something on the consumer protection front.

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