Preparing for Tax Season

February 15, 2026

Taxes aren’t usually a task people look forward to. If anything, many procrastinate or put the chore off completely. In fact, about 5% of taxpayers fail to file their taxes each year, the top two reasons being that it’s overwhelming or they simply object to paying income taxes. But skipping your taxes is a bad idea.

“It does catch up to you, and the penalties and interest are huge,” says David Ragland, a certified financial planner and CEO of IRC Wealth. “If you don’t file your return, you’re going to have to pay interest on any unpaid taxes.”

The penalty for failing to file is 5% of unpaid taxes for each month a filing is late, capped at 25%. So a taxpayer who owes $10,000 would owe $500 each month, with a maximum owed of $2,500.

Filing your taxes can be intimidating and tedious, but by forming a plan and gathering the documents you need in advance, it can go quite smoothly. Here’s everything you can do to make filing your taxes easier this year.

Gather Paperwork First

Get together all of the information you’ll need for your taxes ahead of filing to save time and reduce stress.

The IRS recommends gathering personal information, including:

• Your Social Security number, as well as those of anyone else on your tax return, such as spouses and dependents
• Your bank account and routing numbers, if you wish to receive your refund by direct deposit
• Your adjusted gross income or AGI and the exact refund amount from last year‘s tax return, if you filed

Anyone who paid you during the year is required to report the payments to the IRS. They must file their information and return forms with the IRS and send a copy to you. You should receive these electronically or by mail in January or February.

These forms include:

• Forms W-2, which show your wages from employers
• Form W-2G for lottery and gambling winnings
• Any Form 1099, including from government payments, freelance and contract work, and retirement plan distributions
• Form SSA-1099 for Social Security benefits
• Form 1095-A, Health Insurance Marketplace Statement

If you are self-employed, have multiple jobs, or have a small business, then you’ll need:

• Bank statements and other payment collection records
• Receipts for potential deductions, such as from travel, car expenses, and business supplies
• Proof of training and further schooling

Anything that you spent on investing in your business is a potential deduction and should be collected as a reference for filing.

Deductions to Know

There’s always the chance that the IRS will file your taxes on your behalf if you fail to file on time yourself. “Just because you don’t file the return doesn’t mean you can escape the IRS long term,” says Ragland. If this happens, you’ll likely miss out on deductions that you yourself would have likely claimed.

Other documents for potential deductions include:

• Childcare and dependent expenses
• Mortgage and property tax records
• Any donations made to charity
• Healthcare expenses, including Health Savings Accounts or HSAs
• Retirement contributions
• Specific education and career expenses, such as those with students and teachers
• Student loan interest statements

The One Big Beautiful Bill Act (OBBB) was signed into law in July 2025 and makes significant changes to the tax code. It makes the 2017 tax cuts (like the seven income tax brackets from 10%–37%) effectively permanent while adjusting many bracket thresholds for inflation and substantially increasing the standard deduction (e.g., $15,750 for singles, $31,500 for joint filers). It also adds new deductions (like for tips, overtime, seniors, and certain auto loan interest), raises the SALT deduction cap, and modifies credits such as the Child Tax Credit. Study the more than 60 tax provisions that IRS has adjusted to keep deductions, tax brackets, and other items aligned with the cost of living. For those filing taxes in 2026 (for the 2025 tax year), these adjustments have increased by about 2.8%.

The Right Filing Status

Your filing status is used to determine your correct tax rate, standard deduction, and certain credits. Whether or not you are married, are the head of household, or have dependents are all factors in determining your filing status. The IRS offers a tool to help you choose the filing status that will result in the lowest amount of tax.

It pays to do a little research and know which status is best for your given situation. For instance, filing jointly as a married couple rather than separately comes with certain benefits, such as the most significant standard deduction, tax credits, and a higher income threshold. But if your spouse owes tax penalties, then that’s a situation where filing separately makes more sense.

How to File

When you can claim tax credits or otherwise have money owed to you, filing taxes can be a great thing. The IRS now offers Free File, a way to do your taxes online for free. People with potentially complex tax situations, such as multiple business ventures or multiple streams of income, may opt to work with a Certified Public Accountant (CPA). There are also many companies, like TurboTax that offer both free and fee-based services.

Insureyouknow.org

With Insureyouknow.org, you can get in the habit of storing this information throughout the year. That way, when it comes time to file, everything you need will be in one place.