Common Tax Issues and Best Practices
- lawblake
- Jan 2
- 4 min read

When it comes to taxes, individuals and businesses alike can encounter a variety of issues. Whether you're dealing with an overdue tax bill, confused by deductions, or facing an audit, these challenges can be overwhelming. However, understanding the most common tax issues and knowing how to address them can significantly reduce your stress. In this post, we'll explore some of the most frequent tax problems and offer actionable best practices for resolving them effectively.
1. Underreporting Income
One of the most common tax issues individuals and businesses face is underreporting income. This can happen for a variety of reasons, such as forgetting to report all of your earnings or mistakenly thinking certain income isn’t taxable. Common scenarios include failing to report freelance income, side business profits, or earnings from investments.
Best Practice: Always keep accurate and detailed records of all your income sources throughout the year. Whether you are a self-employed freelancer, a business owner, or an employee with multiple income streams, make sure every dollar is documented. Use accounting software or hire a professional accountant to ensure you're capturing every income source and avoiding underreporting.
2. Missed Deductions or Credits
Many taxpayers overlook deductions and credits they are eligible for, leading to higher tax liabilities than necessary. Commonly missed deductions include medical expenses, home office deductions, and charitable contributions. On the credit side, people often overlook education credits, earned income tax credits (EITC), and child tax credits.
Best Practice: Familiarize yourself with the deductions and credits available for your situation. Take time each year to review IRS publications or consult with a tax professional to ensure you're not missing out on potential savings. Keep track of your expenses throughout the year so you can easily claim deductions when filing your taxes.
3. Tax Liabilities and Unpaid Taxes
Many individuals and businesses find themselves in debt to the IRS due to unpaid taxes. This situation can arise from underestimating how much you owe, failing to file on time, or not having enough withholding from your paycheck. Unpaid taxes accrue interest and penalties over time, making the situation worse.
Best Practice: If you find yourself unable to pay your full tax liability, don’t ignore the issue. The IRS offers several options for payment plans, including installment agreements and offers in compromise. An Enrolled Agent or other tax professional can discuss your options with you. Act quickly to avoid escalating penalties and interest.
4. Audits
The fear of an IRS audit can be intimidating, but audits are often triggered by discrepancies in your tax filings or random selections by the IRS. Common reasons for audits include underreporting income, claiming excessive deductions, or mathematical errors on your return.
Best Practice: Ensure your tax returns are accurate and supported by documentation. If you are selected for an audit, cooperate fully with the IRS and provide all requested documentation. You have the right to representation, so it’s a good idea to hire an Enrolled Agent or other tax professional who can guide you through the process.
Tip: Maintain organized records of your tax filings for at least three years in case of an audit. Proper documentation is your best defense.
5. Late Filing or Late Payment
Filing taxes late or failing to make timely payments can lead to costly penalties. The IRS may impose penalties for both late filing and late payment, with the penalty for late payment generally being higher than for late filing.
Best Practice: File your tax returns on time, even if you can't pay the full amount. If you can’t pay your taxes by the deadline, consider requesting a payment extension or entering into an installment agreement with the IRS.
6. Tax Identity Theft
Tax identity theft occurs when someone fraudulently uses your Social Security number (SSN) to file a false tax return and claim a refund. This issue has become more prevalent with the rise of digital tax filing. Identity theft can be a nightmare to resolve, as it can delay your refunds and cause confusion in your tax records.
Best Practice: Monitor your credit report and tax filings for any suspicious activity. If you suspect you are a victim of tax identity theft, contact the IRS immediately. You can file a report with the IRS and get a PIN (Personal Identification Number) to protect your future filings.
Tip: Use a secure network when filing your taxes and be cautious of phishing scams that attempt to steal your personal information.
7. Incorrect Tax Withholding
Many taxpayers find themselves owing a large tax bill at the end of the year due to incorrect tax withholding throughout the year. This can happen if your withholding is too low, such as when you fail to update your W-4 form after a life change like marriage or the birth of a child.
Best Practice: Review your W-4 form and ensure that your withholding is correct. The IRS provides a Tax Withholding Estimator on its website to help you determine the right amount to withhold based on your circumstances.
Tip: Adjust your withholding after any major life events or changes in income to avoid large tax bills come April.
8. Incorrect Business Deductions
Business owners often struggle with tax issues surrounding business deductions. Misclassifying personal expenses as business expenses or failing to properly document business expenses can lead to penalties, audit risks, and financial stress.
Best Practice: Keep accurate records of all your business expenses and ensure they are legitimate and properly categorized. Work with an accountant who understands the nuances of business tax laws to ensure you're maximizing your deductions while staying compliant.
Tip: Separate your personal and business finances by maintaining distinct bank accounts and credit cards for business transactions.
Navigating tax issues can be challenging, but by staying organized, keeping accurate records, and seeking professional help when needed, you can avoid common tax pitfalls and resolve problems efficiently. Whether you're dealing with underreporting income, missed deductions, unpaid taxes, or audits, the key to resolution lies in addressing the issue early and taking proactive steps to correct it.
If you find yourself struggling with complex tax issues, don’t hesitate to reach out to a tax professional. They can help you navigate the process, avoid costly mistakes, and ensure you're in full compliance with the tax laws.



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