CPA: Austin, Chicago

Massey and Company CPA: Your Trusted Certified Public Accountants for Tax & Accounting Services in the Austin Neighborhood of Chicago

Welcome to Massey and Company CPA, where we serve the financial needs of individuals, nonprofits, and business owners in the Austin neighborhood of Chicago. We provide a full suite of tax and accounting services, including tax preparation, IRS representation, tax planning, cloud-based bookkeeping, and QuickBooks consulting, all tailored to your unique situation.

We combine decades of expertise with modern cloud technologies, delivering transparent, reliable solutions that help you manage your finances effectively. Our personalized approach means we listen closely to your goals and challenges to provide proactive advice and trustworthy guidance.

Our Certified Public Accountants and Enrolled Agents offer professional attention and proactive solutions year-round. Let’s simplify your finances together. Contact us today for a consultation.

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Our Transparent Process: How We Work

At Massey and Company CPA, our clear, client-focused process begins with a comprehensive consultation to understand your unique accounting goals.

Following a thorough review of your records and challenges, we design and implement a tailored action plan, whether it involves bookkeeping cleanup, tax filing, or IRS negotiations.

Throughout our partnership, we provide transparent communication, timely updates, and quick responses to your questions. Our certified public accountants work to empower you with clarity and confidence, ensuring every financial decision is made with full understanding and trust.

Comprehensive Accounting and Business Advisory Solutions for Austin, Chicago

Whether you are a local entrepreneur, startup, or nonprofit with unique needs across different industries, Massey and Company CPA delivers dependable, cloud-based financial support. Our clients rely on us for full-service bookkeeping, payroll tax compliance, tax and accounting support, IRS and state audit representation, and customized tax planning strategies.

For your business, we will design actionable accounting plans that maximize deductions, reduce liabilities, and improve cash flow. A CPA can also help identify missed deductions for small businesses. From sales tax filings to multi-state compliance, our detailed knowledge will support your compliance, and with Illinois having an active state tax agency affecting small businesses, strengthen your position for growth.

Our services include:

  • IRS and state tax resolution and representation

  • Monthly and annual financial reporting

  • QuickBooks Online setup, troubleshooting, and training

  • Ongoing and catch-up bookkeeping

  • Business and personal tax preparation

  • and more

Tax and Accounting Solutions for Real Estate Investors

Real estate investors in the Austin neighborhood of Chicago face unique accounting and tax challenges that require specialized knowledge and experience. Massey and Company CPA understands these complexities, including rental income reporting, expense tracking, depreciation, and 1031 exchanges.

Our team helps investors maximize profits by ensuring accurate financial records and identifying all allowable deductions. We also plan tax strategies that align with your investment goals. Whether you are an individual investor, partnership, or LLC, we provide comprehensive support.

Additionally, we assist with cost segregation studies to accelerate depreciation benefits and improve cash flow. Our advisory services offer guidance on entity structuring to optimize tax outcomes and protect your assets. This includes support in choosing the right LLC structure when appropriate.

With extensive knowledge of the Chicago area real estate market and tax regulations, Massey and Company CPA is your trusted partner. We help you manage the financial aspects of your real estate investments efficiently and compliantly.

Our real estate accounting services include:

  • Rental property income and expense tracking

  • Depreciation schedules and cost segregation

  • 1031 exchange consulting

  • Entity formation and tax planning

  • Financial statement preparation

  • Tax return preparation for real estate entities

Let us help you navigate the financial complexities of real estate investing so you can focus on growing your portfolio with confidence.

Streamlined Cloud-Based Bookkeeping & Financial Management

Accurate bookkeeping is the foundation of every successful business. At Massey and Company CPA, we specialize in cloud-based bookkeeping solutions using QuickBooks Online, providing Austin clients with real-time, organized financial data accessible anytime, anywhere.

Whether your records need total cleanup or regular maintenance, our experts handle your transaction categorization, reconciliations, and reporting. We prepare monthly and annual financial statements that enable smart budgeting and forecasting. Monthly bookkeeping packages for small businesses typically run $300–$900. Broader small business accounting services typically start at $1,000 per month. A bookkeeping review is not the same as an audit. Our approach reduces administrative burden and provides ongoing clarity on your company’s financial health so you can concentrate on growth and operations confidently while saving money by avoiding cleanup work, missed issues, and delays.

EXCELLENT
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Based on 238 reviews
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Jill Flournoy profile picture
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 profile picture
Wahab Afzal
11 August 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
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 profile picture
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 profile picture
David Wiley
27 May 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Professional and responsive. They always return phone calls in a timely manner.
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Mark Whitfield profile picture
Mark Whitfield
11 May 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
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 profile picture
Ron Fabrici
28 April 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
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 profile picture
Mary Rose Giruzzi
21 April 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
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 profile picture
Alex Settle
20 April 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
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 profile picture
Nicholas Stodd
17 April 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Super detailed and a very smooth process! I highly recommend.

Maximize Efficiency with Expert QuickBooks Consulting

QuickBooks Online is a powerful financial tool, but it requires expertise for the best results. Our certified QuickBooks ProAdvisors assist Austin businesses with setup, customization, training, and daily management tailored to your industry and business goals. This is especially relevant for Austin businesses in technology and startup environments.

We help with cash flow monitoring, invoice management, expense categorization, budgeting, monthly bank reconciliations, and day-to-day finance oversight, with reporting that supports better decisions through profitability analysis.

We also provide personalized staff training to ensure your team is confident in using QuickBooks effectively, avoiding costly errors and enhancing workflow.

With our guidance, QuickBooks becomes an essential asset that simplifies your accounting and helps you stay focused on your financial goals.

Proactive Tax Planning & Accurate Compliance Services

Taxes can be complicated and stressful without expert insights, especially when everything is left until tax time. At Massey and Company CPA, our seasoned tax professionals work with you throughout the year to provide strategic tax planning that legally reduces liabilities and maximizes credits through proactive planning.

We prepare federal and state returns for individuals, startups, small businesses, nonprofits, and trusts with accuracy and care, and tax planning can also include strategies for estate and trust management.

Our forward-thinking approach includes charitable giving optimization, retirement planning, multi-jurisdictional compliance, and leveraging Illinois-specific incentives. This year-round engagement helps you avoid penalties, minimize audit risks, and reduce tax liabilities so you can plan confidently for a secure financial future.

Trusted IRS and State Tax Debt Relief Services in Austin, Chicago

If IRS notices or tax debts are impacting your peace of mind, Massey and Company CPA offers expert advocacy tailored to your situation.

Our experienced CPAs and Enrolled Agents negotiate with federal and state tax agencies on your behalf to resolve complex issues like unpaid returns, audits, liens, levies, and payment disputes. For Austin-area businesses, tax problems can also involve Texas franchise tax requirements, adding complex challenges that can complicate filings.

We develop customized relief strategies including installment agreements, offers in compromise, penalty abatements, and non-collectible status, based on your situation and the specific matter involved.

Our direct communication with the IRS and Illinois Department of Revenue alleviates stress and helps protect your assets while securing manageable solutions to restore your financial stability.

Estate and Trust Tax Services

Massey and Company CPA offers specialized estate and trust tax services to help clients navigate the complex tax regulations in Illinois and at the federal level. Our experienced CPAs and tax advisors work closely with executors, trustees, and beneficiaries to ensure accurate tax reporting, compliance, and strategic tax planning.

Estate and trust taxation involves unique challenges, such as fiduciary income tax returns, estate tax filings, gift tax considerations, and managing trust distributions. We provide full support, including preparing and filing IRS Form 1041 (U.S. Income Tax Return for Estates and Trusts), calculating income distributions, and advising on tax implications for beneficiaries.

Additionally, we assist with tax planning strategies to minimize estate and trust tax liabilities, preserve wealth across generations, and align with your overall financial and estate planning goals. Our proactive approach includes working with your legal and financial advisors to optimize tax outcomes and stay compliant with changing tax laws.

Whether you are managing a family trust, charitable trust, or estate in probate, Massey and Company CPA offers personalized service and expert advice. We help you fulfill your fiduciary duties with confidence and accuracy. Our goal is to provide clarity and peace of mind during these often complex and sensitive financial situations.

Our estate and trust tax services include:

  • Preparing and filing fiduciary income tax returns (Form 1041)

  • Estate tax return preparation and planning

  • Gift tax return preparation and advisory

  • Trust income and distribution tax planning

  • Coordination with estate attorneys and financial planners

  • Guidance on tax-efficient wealth transfer strategies

Trust Massey and Company CPA to be your reliable partner in managing estate and trust tax matters efficiently and effectively. We ensure compliance and maximize benefits for you and your beneficiaries.

Why Choose Massey and Company CPA?

Choosing Massey and Company CPA means choosing a firm that understands the Chicago market alongside Austin-based concerns and combines personalized service with the power of cloud technology. We deliver full-year support, not just seasonal tax help, offering direct access to certified CPAs, Enrolled Agents, and QuickBooks experts.

Our commitment to transparency, responsiveness, and integrity has made us a preferred CPA firm in Chicago. As a Chicago CPA firm option for clients who value local expertise, we help startups, established businesses, and individual taxpayers minimize taxes, resolve IRS issues, and maintain impeccable financial records.

With a focus on clarity, savings, and proactive tax strategies, our firm is committed to helping you grow with confidence.

  • Local knowledge of Austin’s financial landscape

  • Cloud-based systems for 24/7 data access

  • QuickBooks ProAdvisors for software expertise

  • Personalized planning and problem-solving

  • A trusted team of CPAs and Enrolled Agents on your side

Check out the Google Reviews of our CPA Firm

At Massey and Company CPA, client satisfaction and trust are at the heart of everything we do. We are proud to have built a strong reputation in the Austin neighborhood of Chicago by consistently delivering professional, personalized, and reliable accounting and tax services. Our clients appreciate our transparent communication, proactive advice, and dedication to their financial success.

Don’t just take our word for it—see what our clients have to say about their experiences working with us. Our Google Reviews on Trust Index showcase honest feedback and ratings from individuals and businesses who have benefited from our expertise.

Explore our client testimonials and learn why Massey and Company CPA is a trusted partner for so many small business owners and real estate investors in Chicago and beyond by visiting our Google Reviews on Trust Index.

We invite you to join our growing community of satisfied clients and experience firsthand the difference that expert, attentive CPA services can make for your financial peace of mind and success.

Take the Next Step with Our Premier CPA Firm

We invite you to experience personalized, expert accounting firm and tax services built around your needs. Our dedicated professionals are ready to support your Austin, Chicago business or real estate investments and serve clients with ongoing guidance throughout the year.

Contact us today to schedule your consultation at 773-828-0551 or email info@masseyandcompanyCPA.com. Let us navigate your financial complexities and build long-term relationships so you can focus on growing with confidence.

Frequently Asked Questions

We combine in-depth local understanding with professional-grade, cloud-based accounting services, tailored to small businesses, nonprofits, and individuals.

Absolutely. We offer expert guidance on entity selection, registration, tax compliance setup, and financial systems for startups.

We specialize in thorough bookkeeping cleanup and ongoing maintenance using QuickBooks Online.

Yes. We will negotiate and advocate with the IRS and Illinois tax agencies to resolve audits, back taxes, and payment issues.

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