Massey and Company CPA is your go-to accounting partner for businesses and individuals in Near West Side, Chicago, IL. We offer cloud-based tax and accounting services with a strong emphasis on transparency, accuracy, and compliance.
Whether you need tax return preparation, strategic tax planning, comprehensive bookkeeping, or assistance resolving IRS issues, our experienced team provides the responsive service and insight that makes managing your finances easier.
We proudly serve entrepreneurs, nonprofit organizations, and professionals across the Near West Side with personalized solutions and exceptional client care. No matter your tax situation or accounting need, we will provide you with excellent service.
If you’re frustrated with missed deductions, late filings, or confusing tax rules, you are not alone. Many individuals and business owners in the Near West Side of Chicago struggle with financial clarity and compliance.
At Massey and Company CPA, we make accounting simple and personalized. From your first call, we take time to understand your goals and pain points. Whether you need help cleaning up your books, filing past-due returns, or navigating a complicated tax issue, our expert CPAs are ready.
We work with individuals, independent contractors, LLCs, S-corps, partnerships, and nonprofits. We solve problems and build systems that support smarter decisions, lower tax bills, and long-term peace of mind.
Accurate books are the foundation of any healthy financial system. Disorganized accounting can create serious problems, such as missed tax deductions, cash flow issues, and growth limitations.
If your books are incomplete, delayed, or entirely unmanaged, you may be putting your business at risk. It can also affect your taxes, borrowing power, and making informed decisions.
Massey and Company CPA provides complete bookkeeping cleanup and setup, monthly reconciliations, and QuickBooks optimization for Near West Side businesses. Our skilled accountants and ProAdvisors help bring order to your finances and ensure your books are accurate and current.
With our help, you’ll gain a clear financial picture and be able to make informed decisions with confidence. Clean books mean fewer surprises and better outcomes.
Partnering with Massey and Company CPA means choosing clarity and reliability. Our team is proactive, communicative, and fully committed to your financial success.
Our Near West Side Chicago clients receive:
Personalized service from certified CPAs and Enrolled Agents
Secure cloud-based accounting access
Monthly financial statements and reports
Strategic year-round tax planning
IRS compliance and representation
We take the time to understand your business, with experience supporting clients across industries including retail and technology, and deliver actionable insights that help you grow and stay compliant.
QuickBooks Online is a powerful tool, but only when set up and maintained correctly. We help Near West Side businesses implement, customize, and use QuickBooks with ease. From real-time collaboration to data integrity, our consulting services give you total control of your finances.
We are certified QuickBooks ProAdvisors who specialize in helping West Side businesses set up, manage, and maximize QuickBooks Online. Whether you are migrating from a traditional system, fixing a faulty setup, or starting fresh, we’ll ensure your system is designed for your industry and business goals.
Our QuickBooks services include:
Setup and configuration
Chart of accounts customization
Staff training and support
Invoicing and billing solutions
Bank reconciliation and reporting
Let us streamline your accounting operations, reduce costs, and provide you with real-time insight into your business’s performance.
At Massey and Company CPA, we also provide tax preparation services to help you plan strategically throughout the year, and transparent pricing is important when choosing that support. Our Near West Side clients benefit from proactive tax planning, ensuring they minimize liabilities and take advantage of every available deduction.
We understand the complexities of both federal and Illinois tax laws, and our industry experts work diligently to tailor strategies that align with your unique financial situation. In addition to individual and business tax preparation, we offer guidance on payroll and profit optimization to help you save more effectively.
Our services include:
Federal and Illinois business and personal tax preparation
Year-round tax planning and forecasting
Audit risk reduction strategies
Entity selection and setup guidance
We assist with:
Business and individual tax preparation (federal and Illinois)
Proactive tax planning to minimize liability
Multi-state tax compliance
Filing for sole proprietors, LLCs, S Corps, partnerships and nonprofits
Whether you are an individual with complex returns or a real estate investor or business owner in need of full-service tax management, our team has you covered.
We tailor every tax solution to your unique situation so you never overpay, capture eligible credits and deductions, and always stay compliant.
Tax notices, audits, and debt issues can quickly spiral out of control. Our experienced CPAs and Enrolled Agents provide professional IRS representation to help you resolve issues swiftly and legally.
Before you hire, assess the accountant’s communication style, ask larger firms who will handle your tax return, and check client reviews for responsiveness and accuracy.
We offer support with:
Unfiled returns
Back taxes
Tax debt relief
IRS audits
Offers in Compromise
Penalty abatement
Payment plan negotiations
and more
We manage all communication with the IRS on your behalf, bringing peace of mind to stressful tax situations. Our experienced CPAs and Enrolled Agents review your documents and confirm key case details before taking action, then negotiate directly with tax authorities and guide you to the best resolution and help prevent future problems with smart planning.
Real estate investors in Chicago face unique tax challenges and opportunities that require specialized knowledge and strategic planning. Massey and Company CPA understands these complexities and offers tailored tax services designed to maximize your investment returns and ensure compliance with all relevant tax laws.
Our team works closely with real estate investors to navigate deductions related to property management, depreciation, mortgage interest, and capital gains. We help you determine the most tax-efficient ownership structures, whether you operate as an individual, LLC, partnership, or corporation.
We also assist with 1031 exchanges, helping you defer capital gains taxes when reinvesting in like-kind properties. Our proactive tax planning services aim to reduce your current and future tax liabilities while keeping you compliant with both federal and Illinois state tax regulations.
Additionally, we provide comprehensive support for rental property accounting, including income tracking, expense categorization, and financial reporting. This detailed record-keeping not only supports accurate tax filings but also gives you clear insights into your investment performance.
Whether you are a seasoned investor or just starting in Chicago’s real estate market, Massey and Company CPA offers the expertise, attention, and personalized service you need to succeed. Our goal is to help you find the best strategies for running your real estate investments smoothly and profitably, backed by our licensed professionals’ credentials and pride in serving the Near West Side and greater Chicago area.
At Massey and Company CPA, we bring the convenience of cloud technology to your accounting experience. Our secure, cloud-based systems give clients in the Near West Side of Chicago24/7 access to financial reports, tax filings, and essential documents from anywhere. Clients across Cook County and beyond rely on our CPA firm for this kind of flexible support.
Whether you are managing your business from home, on the road, or across the country, we make collaboration seamless and secure, with virtual service available and in-person meeting options discussed based on your needs.
Clients can upload receipts, share files, and communicate with their CPA team in real time, all within a fully encrypted environment. Virtual consultations make expert advice just a click away, helping keep the process smooth by eliminating delays and reducing stress. No more paperwork headaches or missing documentation.
With Massey and Company CPA, you gain control, flexibility, and a financial partner who moves at your pace. Our cloud-based approach ensures your books stay accurate, your records stay current, and your peace of mind stays intact.
For small businesses and growing companies in the Near West Side of Chicago, Massey and Company CPA offers fractional CFO and controller services that provide the financial leadership and oversight needed without the cost of a full-time executive. Our experienced professionals become an integral part of your team, working closely with your employees and management to deliver strategic financial insights and operational support.
Our fractional CFO services help you make informed decisions by providing budgeting, forecasting, cash flow management, and financial analysis tailored to your business goals. We also assist with financial reporting, compliance, and internal controls to ensure your office operates efficiently and meets regulatory requirements.
Controller services include overseeing day-to-day accounting operations, managing accounts payable and receivable, payroll processing, and ensuring timely and accurate financial statements. This support allows your staff to focus on core business activities while maintaining organized and reliable financial records.
With clients across Chicago, our team understands the unique challenges faced by small businesses and families in the area. We strive to offer a bit more than just traditional accounting by delivering personalized service that enhances your ability to grow and succeed.
Whether you need ongoing CFO support or temporary controller assistance during a job transition or growth phase, we tailor our services to fit your specific needs. Our goal is to be a trusted financial partner that helps your business thrive in the competitive Chicago market.
If you need a responsive CPA who understands the challenges, opportunities, and local Chicago tax issues in the Near West Side of Chicago, Massey and Company CPA is here to help. We offer secure cloud-based service, proactive guidance, and expert support at every step.
Contact us today at 773-828-0551 or email info@masseyandcompanyCPA.com to schedule your consultation.
Let’s build a financial strategy that supports your goals today, tomorrow, and for years to come.
We work with small business owners, nonprofit organizations, freelancers, and individuals throughout Near West Side Chicago.
Our services are tailored to fit your needs, whether you require monthly bookkeeping, tax filing, or full accounting support.
Yes, we specialize in bookkeeping cleanup and catch-up services. Our team will organize and reconcile your records, ensuring every transaction is accurately entered and categorized. Once your books are clean, we’ll keep them that way moving forward.
We are certified QuickBooks ProAdvisors and offer implementation, training, troubleshooting, and ongoing support to help you get the most from your software. Whether you’re new to QuickBooks or need a full system overhaul, we are here to help.
Our team offers full IRS representation services. We help with back taxes, unfiled returns, audits, tax debt, and penalty relief. We will work directly with the IRS on your behalf to resolve the issue quickly and favorably.
