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8 Common DIY Tax Filing Mistakes That Could Cost You Money

Writer: Eric Powers, CFP®
Eric Powers, CFP®
Sep 17
4 min read

Filing your own taxes has never been more accessible. With online tax software, you can enter your information, answer a few questions, and submit your return without ever leaving home.

But here's something worth considering: Just because your tax return is accepted doesn't necessarily mean you've claimed every tax benefit available to you.

Tax software can help with calculations and identify certain errors. What it can't always do is recognize important information you haven't entered or investigate every opportunity relevant to your financial situation.

The IRS advises taxpayers to review their entire return before filing, even when a professional prepares it. Mistakes involving income, filing status, credits, and deductions can cause delays or incorrect tax calculations.

Missing Tax Deductions and Credits You're Eligible For

One of the biggest concerns with filing your own taxes is overlooking an opportunity simply because you don't know it exists.

Depending on your circumstances, you may qualify for tax benefits related to education, children, childcare expenses, retirement savings, or other eligible costs.

For example, someone paying college tuition may qualify for an education credit. A working parent paying for childcare may qualify for the Child and Dependent Care Credit. Eligibility depends on the applicable rules, income limits, and individual circumstances.


Tax laws also change. Deductions introduced for tax year 2025 include certain qualified tips, overtime compensation, car loan interest, and an additional deduction for eligible seniors. These benefits have specific requirements and limitations.

Choosing the Wrong Filing Status

Your filing status affects how your taxes are calculated, including the standard deduction and eligibility for certain tax benefits.

This is especially important for people who experienced a major life change during the year, such as getting married, separating, getting divorced, or becoming a single parent.

For example, someone who is unmarried and supporting a qualifying child might be eligible for head-of-household status rather than single status. However, paying most household expenses alone does not automatically qualify someone. Specific requirements must be met.

Incorrect filing status is one of the errors identified by the IRS.

Forgetting to Report Income Outside Your Regular Paycheck

If you work a traditional job, you probably receive a W-2 each year. But what about income from your savings account, investments, freelance projects, or weekend side hustle?

Taxpayers may have additional reporting obligations for income earned through delivery apps, online work, freelance services, and other activities.

The important thing to remember is that income may still be taxable even when you don't receive a Form 1099.


But there's another side to this mistake: reporting too much taxable income.

Suppose you bought a used bicycle for $600 and later sold it for $350 through an online marketplace.

That $350 generally isn't taxable income because you sold a personal item at a loss. You cannot deduct the personal loss, but you also shouldn't treat the entire sale proceeds as taxable profit. If you receive a Form 1099-K, you may need to report the transaction appropriately.

Making Mistakes When Claiming Dependents

Claiming a dependent isn't always as straightforward as listing your child on your return.

Questions frequently arise when parents are divorced, children split their time between households, or college students work while attending school.

The rules for determining who can claim a dependent can differ from the rules governing particular tax credits.

The IRS specifically identifies incorrectly claimed children and duplicate dependent claims as common Earned Income Tax Credit errors. These mistakes can delay refunds or result in denied credits.

Assuming Last Year's Tax Return Will Work Again

Many people start their taxes by importing last year's information and changing a few numbers.

That's convenient, but it can also cause important changes to go unnoticed.

Did you get married? Change jobs? Have a child? Buy a home? Start a business? Retire?

Even when nothing in your personal life has changed, tax law may have.

The IRS recommends reviewing returns for current-year information rather than relying exclusively on imported prior-year data.

Overlooking State-Specific Tax Benefits

Federal taxes tend to get most of the attention, but your state tax return deserves a careful review, too.

State tax rules are not always identical to federal rules. Your income, deductions, and credits can receive different treatment depending on where you live.

For Connecticut residents, state-specific credits and adjustments may warrant additional review. Connecticut maintains its own income tax instructions and filing requirements through the Department of Revenue Services.

Confusing a Tax Refund With Actual Tax Savings

Getting a large refund feels good, but it doesn't necessarily mean you paid less in taxes.

Your refund generally represents the difference between your tax liability and the payments and applicable refundable credits credited to your return.

If too much tax was withheld from your paycheck throughout the year, you may receive a larger refund. But that means you had less money available during the year.

On the other hand, inadequate withholding could result in an unexpected balance due or even an underpayment penalty.

Waiting Until Tax Season to Think About Taxes

This is a mistake that may not show up as an error on your tax return.

By the time you start preparing your return, the tax year has already ended. Some opportunities require action while the year is still in progress.

For example, people with significant investment income, freelance earnings, or insufficient paycheck withholding may need to make estimated tax payments throughout the year. Waiting until tax season could result in an underpayment penalty.

The Bottom Line: Filing Your Taxes Is Only Part of the Picture

Doing your own taxes can work well when your financial situation is straightforward and you understand the applicable rules.

But tax preparation isn't just about entering the right numbers. It's also about asking the right questions, researching available opportunities, and understanding how your financial decisions affect your tax situation.

At SkyBlue Tax IQ, we bring tax preparation and tax research together to help individuals and families better understand their taxes, identify applicable opportunities, and make more informed financial decisions.

Wondering if you're missing something on your tax return?

Whether you're preparing for tax season or simply want a closer look at your current situation, we're here to help you understand your options.

 
 
 

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