How to Choose the Best Tax Filing Assistance for Your Business

Running a business involves a lot of moving parts, and one of the most critical (and often stressful) aspects is tax filing. Whether you’re a small startup or a large corporation, the pressure to get your taxes done correctly can be overwhelming. You might be wondering, how do you choose the best tax filing assistance for your business?

There’s no one-size-fits-all answer, but understanding your specific needs, the complexity of your business, and what options are available will go a long way in finding the right solution for you. Let’s break down the steps and considerations to help you make an informed decision.

1. Assess the Complexity of Your Business

First things first—understanding the complexity of your business is key. Are you a sole proprietor? A partnership? Or do you have multiple employees and contractors? The complexity of your business determines the kind of tax help you’ll need.

  • Sole Proprietors: If you’re a solo entrepreneur, filing taxes may be relatively simple. Many software options like TurboTax or H&R Block could work for you. However, if your business is more complex—say you have multiple income streams or investments—you might want to consider professional help.
  • Small Businesses: If you’ve grown beyond a sole proprietorship and are now operating as an LLC or S-Corp, things get a bit trickier. At this stage, it’s wise to consult a tax professional who understands your business structure and can maximize deductions.
  • Larger Enterprises: If your business involves multiple employees, contractors, inventory, or international dealings, you’re going to need a CPA (Certified Public Accountant) or a tax firm with expertise in corporate tax law. Their knowledge can save you from costly mistakes and ensure compliance with local, state, and federal tax laws.

2. Know the Different Types of Tax Filing Assistance Available

Once you understand the complexity of your business, the next step is exploring the types of tax filing assistance available. These options range from DIY software to professional tax advisors. Here’s a breakdown:

2.1 DIY Tax Filing Software

For many business owners, DIY tax software is an affordable and convenient choice. Popular software like TurboTax, H&R Block, and TaxSlayer offer tools specifically designed for small business owners. These platforms walk you through the entire filing process, asking questions that guide you toward the right deductions and credits.

  • Pros:
    • Affordable
    • Easy-to-use
    • 24/7 access to your tax filings
    • Offers e-filing and direct deposit options
  • Cons:
    • Limited support for complex business tax issues
    • Not personalized advice
    • Potential for costly mistakes if you make an error

DIY software is great for straightforward filings but can become a headache if your business has a unique or complex tax situation.

2.2 Certified Public Accountants (CPAs)

A CPA is a licensed professional who is trained in business taxes, accounting, and financial law. They are the gold standard for tax filing assistance when dealing with complex business structures or multiple income streams.

  • Pros:
    • Expertise in corporate tax law
    • Personalized, one-on-one guidance
    • Potential to save money through proper tax planning and strategies
    • Full understanding of your business’s financial health
  • Cons:
    • More expensive than DIY software
    • Could take longer to file if you don’t have all your paperwork organized

If you want peace of mind knowing that your taxes are being handled by an expert, a CPA is a great option, especially if you want someone to advise you throughout the year, not just during tax season.

2.3 Tax Preparation Services

There are a variety of tax preparation services out there, including big names like Jackson Hewitt or local tax preparers. These companies typically offer services that are more hands-on than software but not as specialized as CPAs.

  • Pros:
    • More affordable than hiring a CPA
    • In-person consultations are available
    • Knowledgeable about tax laws specific to your state or business type
  • Cons:
    • Limited to the service they provide (won’t give you financial planning advice)
    • May be a little impersonal depending on the service you choose
    • Some businesses don’t specialize in complex tax issues

For many small-to-medium-sized business owners, a tax preparation service is a happy medium—offering personalized attention and guidance without breaking the bank.

2.4 Tax Attorneys

If your business faces significant legal or tax-related issues, such as audits or disputes with the IRS, a tax attorney may be necessary. They specialize in handling legal tax matters and can help you navigate complex situations, including dealing with tax fraud, audits, or IRS disputes.

  • Pros:
    • Specialized in complex legal tax issues
    • Provides legal protection and advice
    • Can represent you in front of the IRS
  • Cons:
    • Typically the most expensive option
    • Only necessary if you’re facing major legal or audit issues

If you’re facing IRS audits, investigations, or need assistance with tax disputes, a tax attorney could be your best choice. Otherwise, most businesses will find more value in CPAs or tax preparers.

3. Check for Relevant Experience and Qualifications

No matter what type of tax assistance you opt for, experience and qualifications matter. Here’s what to look for:

  • CPAs: Ensure they are licensed and in good standing with the state board. Also, check if they have experience working with businesses similar to yours.
  • Tax preparers: Verify that they are registered with the IRS and have an IRS PTIN (Preparer Tax Identification Number). Ask about their experience with businesses in your industry.
  • Tax attorneys: They should be licensed and ideally have experience with business tax law. They should also be able to offer references or case studies that demonstrate their expertise.

By checking these qualifications, you’ll be confident that the professional you hire is up to the task of handling your taxes accurately and efficiently.

4. Determine the Level of Customer Support You Need

While some business owners are perfectly comfortable managing their taxes online with limited support, others may prefer someone they can call with questions. Consider the level of customer support you require.

  • Tax software: Support is often available via chat or phone, but it may not be as personalized. Support teams typically handle general questions but might not have in-depth knowledge of your specific business.
  • CPAs and tax preparers: They offer personalized support and can answer your questions about tax strategies, deductions, and planning. Plus, many CPAs provide year-round support, not just during tax season.
  • Tax attorneys: They provide a higher level of legal support and advice, but their services often come at a higher cost. They can help with IRS audits, tax disputes, and legal tax issues.

5. Understand Pricing and Fees

Let’s talk money. The cost of tax filing assistance can vary greatly depending on who you hire. Here’s a breakdown:

  • DIY Software: Usually costs between $50 and $200 for a full tax filing, but prices can increase depending on the level of complexity (e.g., if you’re filing for a business).
  • CPAs: Can cost anywhere from $150 to $400+ per hour, depending on their experience and the complexity of your business. Most CPAs will provide you with an estimate before they begin work, so you’ll have an idea of the costs upfront.
  • Tax Preparation Services: Typically range from $100 to $400 for business tax filings. Keep in mind that additional services (such as consultation or complex filings) may come with additional fees.
  • Tax Attorneys: Can charge anywhere from $200 to $500 per hour for legal advice and services.

It’s important to ask for a clear breakdown of fees before signing on the dotted line. Some tax preparers offer flat rates for standard filings, while others might charge by the hour.

6. Ask for Referrals and Read Reviews

Lastly, don’t hesitate to ask for referrals or read online reviews. Other business owners in your network can recommend tax professionals they’ve worked with, and online reviews give you a good idea of what to expect.

Check websites like Google Reviews, Yelp, or LinkedIn for feedback from clients. Pay attention to reviews that mention expertise in business taxes specifically—this will give you a better idea of how well the tax professional understands the needs of a business like yours.


Finding the best tax filing assistance for your business doesn’t have to be overwhelming, but it’s crucial to find the right fit for your unique needs. By considering the complexity of your business, evaluating the different types of tax assistance, checking qualifications, and understanding pricing, you can make an informed decision that will ensure your taxes are filed accurately and efficiently. The right professional can not only save you money but also help you navigate the ever-changing world of taxes with confidence.