Is the tax season giving you sleepless nights as a sole proprietor?

The financial obligations of managing a business can be intricate and demanding. And when tax time rolls around, mistakes can happen. But you can avoid common tax errors as a sole proprietor and enjoy peace of mind with proper understanding and planning.

Join us as we navigate the most common tax mistakes to avoid as a sole proprietor for 2023 to keep your sole proprietorship on the right financial path.

Defining and Complying with Sole Proprietor Taxes

Unlike corporations or partnerships, a sole proprietorship is one and the same for tax purposes. As a result, all profits and losses are on the owner’s personal return. This method means tax filing gets simplified to some extent. However, it also exposes the owner to liability for debts and other obligations. It’s best to learn the basics on handling taxes as a sole proprietor.

Compliance with the law requires understanding the rules and regulations for your business structure. Self-employment taxes, estimated payments, and eligible deductions are substantial factors. Failure to pay as expected can result in penalties, interest, and additional scrutiny from authorities.

Common Tax Mistakes In 2023 and How to Avoid Them

Not Keeping Accurate Records

Accurate financial records are the backbone of a successful sole proprietorship. Nonetheless, many business owners can overlook this vital task. Incomplete or erroneous records lead to incorrect filings, missed deductions, or legal issues. Additionally, these mistakes can result in financial losses, hefty penalties, and long-lasting headaches.

This problem is avoidable with diligence, organization, or professional help. Maintaining a separate business bank account can make it easier to track income and expenses. It is also wise to keep a detailed ledger using accounting software to keep everything organized. Alternatively, you may hire an accounting firm to handle these concerns while focusing on your business.

Misclassifying Employees and Independent Contractors

Classifying workers as employees or independent contractors carries significant tax implications. Workers are subject to withholding for Social Security, Medicare, and income taxes. Meanwhile, someone who works on contract must handle their tax obligations. A misclassification can lead to a failure to withhold and result in penalties and back taxes.

Defining the fundamental differences that can ensure proper classification. The IRS considers these three aspects:

• Behavioral control (the degree of instruction and training)
• Financial control (investment, expenses, and opportunity for profit and loss)
• Type of relationship (contracts, benefits, permanency)

Failing to Deduct Business Expenses

The business landscape offers many opportunities for deductions that reduce your taxable income. Yet, many sole proprietors miss out on these golden chances. Overlooking expenses for home office use, business travel, or personal development means paying more than necessary.

Keeping meticulous records will help you make the most of these deductions. Accounting software for small businesses or working with a tax professional will help with this endeavor.

Underpayment of Estimated Taxes

Estimated taxes are periodic payments made on income that isn’t subject to withholding. Examples include revenues from self-employment, interest, and rent. Sole proprietors often remit them to cover their earnings and taxes. Underpaying can lead to penalties and an unexpected tax bill at the end of the year.

Success starts with understanding your income patterns and consulting IRS guidelines. Tools like tax calculators and financial software can help you determine the correct amount. They will also help you adjust payments to reflect changes in earnings and avoid surprises.

Ignoring Self-Employment Taxes

Misunderstanding or disregarding these obligations leads to penalties and unexpected financial burdens. You are responsible for the entirety of your Social Security contributions. Typically, these levies get split between the employer and the employee. But in your circumstance, this obligation is more than a line on a tax form. It is a reflection of your commitment to responsible business ownership.

Some awareness and planning allow you to navigate these self-employment taxes with ease. For instance, you should plan for regular contributions to avoid a surprising year-end bill. After all, handling self-employment taxes is about more than paying what is due. It is about embracing a strategic approach to your finances.

Ask Us for a Referral

The road ahead for sole proprietors has many opportunities and challenges alike. Understanding taxes to avoid pitfalls like misclassification or missing deductions requires careful planning. Nonetheless, there may be times when you feel overwhelmed and need legal advice. For instance, if you are facing an audit as a sole proprietor, you don’t have to go it alone. 

We have helped over 5 million people find legal help in the United States. Call (866) 345-6784 or complete our online submission form for a referral to a local tax attorney.