Tax Preparation Services in Chicago: Find a Local Accountant

Tax preparation services require tax planning. And tax planning should be done throughout the year. For that reason, it is always tax season at our CPA firm.  We offer comprehensive tax and accounting services 12 months a year.

Our tax department prepares tax returns for businesses and individuals, manages quarterly tax payments, provides creative tax planning, and negotiates with the IRS and the state on behalf of our clients. Most importantly, we keep our clients out of tax trouble!

Taxes are notoriously complicated. Most businesses, as well as individuals with complex situations, will save time and money by working with a tax and accounting firm, rather than attempting to navigate the tax rules on their own.

So don’t wait. Call Massey and Company.  We want to be your CPA firm –  for tax season and all year round!

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Jill Flournoy
24 August 2026
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I struggled for several years with a string accountants who didn't respond in a timely manner for my personal and business taxes. Massey has been great. They are professional, have great response times and seem generally interested in doing a great job. I highly recommend them.
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Wahab Afzal
11 August 2026
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Super detailed and a very smooth process! I highly recommend.
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Tem Morgan profile picture
Tem Morgan
6 July 2026
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I've been practicing Chiropractic for almost 30 years. My former CPA retired so I was in need of a new CPA. As many do, I resorted to checking reviews and searching online for firms. I have interviewed about 10 and worked with 3 firms and I must say that this team is nothing short of extraodinary. From first impression with Gary to the rest of the team, I have found the entire process seamless, highly professional, productively automated, yet still personal. The response time exceeded my expectations...far exceeded my expectaions in every professional way. The knowledge of the law, oversight and direction placed me at ease, to the extendt where I can focus on gorwing the business. If you are searching for a firm, Massey and Company is the best that I have worked with in 30 years, including my former of which I had for 15 years.
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Amanda Hodges
12 June 2026
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Outstanding! The follow-up, professionalism, and attention to detail are top notch! Highly recommend!
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David Wiley
27 May 2026
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Professional and responsive. They always return phone calls in a timely manner.
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Mark Whitfield
11 May 2026
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Working with the team from Massey was great. From scheduling, answering questions, using secure portal to upload and download my documents to electronic filling. This is my second year working with them and the experience has been great.
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Ron Fabrici
28 April 2026
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Great team to work with. Sort of a late request this year but no matter how busy they might have been even deep into tax season Massey and Company handled it just fine. They had an easy to follow form to help me get the right docs prepared. The secure portal was easy to navigate and helped to keep things organized. They had a few more questions after that but the whole process was simple and straight forward.
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Mary Rose Giruzzi
21 April 2026
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Great experience and it was wonderful working with Evelina! Their process was easy and straightforward! I’m thrilled with their knowledge and expertise!
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Alex Settle
20 April 2026
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Massey and Co did a great job with my taxes. Once all my paperwork was uploaded to their shared drive it only took a couple of days to complete my return. I finished the whole process a month earlier than when I did my own taxes. I got back a lot of free time and they made the whole process low stress.
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Nicholas Stodd
17 April 2026
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Super detailed and a very smooth process! I highly recommend.

Tax season is always coming! Are you prepared?

If you’re searching for an accountant near me in Chicago, Massey and Company CPA provides tax preparation, tax planning, accounting, and bookkeeping for individuals, small business owners, real estate investors, and professionals. With over 30 years of experience, we help clients save money on taxes, maximize refunds, stay compliant with Illinois tax rules, and avoid costly tax problems. We also offer free consultations so you can discuss your specific situation and determine the right level of service for your needs.

Massey and Company CPA is a full service accounting firm. We handle tax returns, year-round tax planning, bookkeeping, accounting for small businesses, audit support, and specialized tax services such as sales tax and 1031 exchanges, while also helping clients choose the right tax preparer for their situation.

Our taxpayer representation services and IRS tax debt relief solutions include offers in compromise, payment plans (installment agreements), liens, levies, wage garnishments and audit defense.

You don’t want to spend days figuring out how to do your taxes. Let the experts at Massey and Company CPA take care of it for you.

Schedule an appointment with Massey and Company CPA today!

Individual Tax Preparation Services by a Certified Public Accountant in Chicago

If you’re looking for personal tax preparation services in Chicago, look no further than Massey and Company CPA. Accountants may specialize in taxes, bookkeeping, or audits. We bring decades of tax and accounting experience to the Windy City, and we can help you get the most out of your tax return.

Determine whether you need basic bookkeeping help or more comprehensive tax planning before choosing services. We offer a variety of services to our clients, including:

  • Tax return preparation

  • Tax planning

  • IRS and state tax audits, including IRS audit letters and CP2000 responses

  • Quarterly taxes for business owners and independent contractors

  • Back taxes

  • IRS representation, negotiation and problem solving

  • Immigration tax services

  • Financial planning, advisory, and consulting services

Don’t wait until the IRS deadlines are upon us to start your taxes. Call Massey and Company CPA today and schedule a free consultation. We’ll help you understand your needs and create a plan tied to your financial goals, including retirement.

We want to be your CPA firm. Schedule an appointment today!

Tax Preparation and Accounting Services for Small Businesses in Chicago

As a small business owner or real estate investor, you have enough to worry about without stressing over your taxes. That’s where Massey and Company CPA comes in. We are experts at business tax preparation and planning, and we can help you save time and money on your taxes.

We’ve been helping small businesses and real estate investors with their taxes for many years, and we have the experience and knowledge to help you as well. We’ll work with you to ensure that you’re taking advantage of all the deductions and credits available to you, and we’ll help you file your tax return correctly and on time.

We are also skilled at sales taxes. The states are becoming increasingly aggressive on sales tax matters. We can keep the state sales tax auditor out of your hair, whether your business is brick and mortar, ecommerce or multi-state.

Industries that we serve include professional service firms (doctors, dentists, veterinarians and law firms), consultants, technology, commercial and residential real estate investors, realtors, nonprofits and more.

Our small business CPA services include cost segregation and 1031 exchanges for real estate investors, R&D credits for technology-based businesses and sales tax nexus studies for eCommerce.

Importantly, our firm is full service, providing tax, accounting and bookkeeping services to small businesses and real estate investors. We keep the books accurate and reliable for growing businesses. We also help with managing day-to-day operations and keeping the business running smoothly.

Our firm also specializes in helping new or existing businesses set up accounting processes for LLCs and other entities. Tax planning is easier when all services are offered under one roof. Proactive planning can reduce taxes during major transitions, including selling a business.

Tips for choosing the right tax preparer with tax expertise for your needs

When choosing a tax preparer, you should keep a few things in mind.

  • You want to make sure that the tax preparer is reputable and has experience preparing taxes for businesses and individuals in your city, so use professional directories and the IRS Directory of Federal Tax Return Preparers to research credentials.

  • You want to make sure that the tax preparer is familiar with the tax laws of your state, and you should verify active licensing through your state board of accountancy and confirm license and credential status before sharing sensitive documents.

  • Finally, you want to make sure that the tax preparer is someone you feel comfortable working with. This includes clear communication, prompt responses, and a communication style that matches your preferences.

Ask how often the accountant will communicate with you during the year and whether they offer convenient in-person or remote meetings.

Evaluate whether the accountant has experience with situations similar to yours and is proficient with your preferred accounting software.

Watch for poor communication or unrealistic promises, and confirm how the firm protects your financial data.

At Massey and Company CPA, we meet all of these criteria and more. We’re a reputable tax and accounting firm with over 30 years of experience preparing taxes for businesses and individuals throughout the country. We’re familiar with the laws and regulations of Illinois. Our clients praise our responsiveness and friendliness – we are here to help you every step of the way!

Tax Preparation Checklist

To ensure a smooth tax preparation process, it’s essential to gather all necessary documents and information. Here’s a checklist to help you prepare:

  • Identification Documents: Driver’s license, passport, or other government-issued ID.

  • Social Security Number or ITIN: Ensure you have your Social Security number or Individual Taxpayer Identification Number (ITIN) handy.

  • W-2 Forms: Collect W-2 forms from all employers.

  • 1099 Forms: Gather 1099 forms for freelance work or self-employment income.

  • Interest Statements: Obtain interest statements from banks and investments.

  • Dividend Statements: Collect dividend statements from investments.

  • Charitable Donation Receipts: Keep receipts for any charitable donations made throughout the year.

  • Medical Expense Receipts: Gather receipts for medical expenses if you plan to itemize deductions.

  • Business Expense Receipts: If you’re self-employed, ensure you have receipts for all business-related expenses.

Having these documents ready will streamline the tax preparation process and help ensure that you don’t miss any important deductions or credits.

What to Expect from Tax Preparation and Accounting Services

When seeking tax preparation services, it’s essential to know what to expect from a reputable accounting firm. At Massey and Company CPA, our certified public accountants (CPAs) and tax accountants are dedicated to guiding you through the tax preparation process, ensuring you receive the maximum refund or minimize your tax liability. Here’s what you can expect:

  • Thorough Review of Financial Records: We meticulously review your financial records and tax-related documents to ensure accuracy and completeness.

  • Expert Tax Planning Advice: Our team provides expert advice on tax planning and optimization strategies tailored to your unique financial situation, including long-term strategies for families and retirement goals.

  • Accurate Tax Return Preparation: We prepare your tax return with precision, including all necessary forms and schedules, to ensure compliance and accuracy.

  • Audit Representation: In the event of an audit or tax dispute, we offer representation and support to protect your interests.

  • Ongoing Support: We provide continuous guidance and support throughout the tax preparation process, helping you navigate any challenges that may arise.

Estate planning and trusts can help maximize the value of assets left behind and support loved ones. Clients with over $2 million in assets may also benefit from specialized wealth management services.

By choosing Massey and Company CPA, you can trust that your tax preparation is in capable hands, giving you peace of mind and allowing you to focus on what matters most.

5 Common mistakes made during tax preparation

  1. One of the most common mistakes made during tax preparation is neglecting to take advantage of all the deductions and credits available. This can cost you money in the long run.
  2. Another common mistake is being overly aggressive on deductions. In other words, watch out for “red flags.” These can lead to an audit by the IRS or the state.
  3. Some taxpayers do not keep accurate accounting and bookkeeping records or maintain receipts. Careful record keeping will “audit proof” your business.
  4. Some people try to prepare their accounting records and tax returns without professional help. However, most people do not have the skill or the time to do this properly.
  5. Finally, procrastination is commonplace. Filing tax returns late results in fees and interest charges. And neglecting to do accounting on a regular basis, including monthly bank reconciliations, leads to missed tax deductions and messy bookkeeping which is expensive and time consuming to fix.

 

At Massey and Company CPA, we have decades of experience in both tax and accounting. We will guide you throughout the process, helping you to avoid these common mistakes and keeping you out of tax trouble.

FAQs

A: When choosing a local tax professional, it is essential to consider their experience, qualifications, and fees. Check online testimonials from existing clients to determine their reputation and what it is like to work with them. Ask about billing arrangements – fixed fees, rather than billable hours, are almost always best for the client.

A: The most common tax liabilities are federal and state individual income taxes, self-employment taxes, corporate taxes and sales taxes. Some of these taxes need to be paid quarterly. It is best to work with a tax firm that has deep experience with all of these taxes.

A: File your tax return on time even without payment. Your CPA firm will then be able to negotiate a payment arrangement for you with the IRS or the state. Arrangements include offers in compromise, instalment agreements and non-collectable status.

Contact Us Today

Tax preparation can be a daunting task, but it doesn’t have to be. Using a reputable tax preparer with many years of experience can help you avoid common mistakes and save you time, money, and stress.  Our team of certified public accountants (CPAs) and tax professionals brings unparalleled tax expertise to help you navigate complex tax situations.

At Massey and Company CPA, we are here to help you every step of the way. Give us a call today to see how we can help you with your tax preparation needs! We’ll help you plan and prepare for your taxes to get the biggest refund possible.

Call our Chicago number today at 773-828-0551. We will be happy to welcome you to our tax and accounting family!

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