At Massey and Company CPA, we provide customized financial services for individuals, entrepreneurs, nonprofits, and small businesses in Streeterville, Chicago.
Whether you are dealing with IRS issues, struggling with disorganized books, or seeking proactive tax planning, our expert team of accountants, Enrolled Agents, and CPAs is here to simplify your finances and deliver peace of mind.
We are a modern, cloud-first accounting firm that takes a strategic, year-round approach. Let us handle the complex side of your finances, so you can focus on running your business or enjoying your personal life.
Unorganized financial records or outdated bookkeeping systems can cost your Streeterville business thousands in lost deductions, IRS penalties, and poor cash flow planning.
If you find yourself avoiding bookkeeping, unsure about your taxes, or overwhelmed by accounting software, you’re not alone—and we are here to help.
Massey and Company CPA offers complete bookkeeping cleanup, QuickBooks Online optimization, monthly reconciliation, and financial clarity you can trust. A better-organized financial system can drive real growth and greater control over your future.
We believe in building relationships through listening and delivering personalized solutions. Our CPA firm brings decades of experience serving the dynamic financial needs of Streeterville residents and business owners.
With Massey and Company CPA, you receive:
Our team of accounting experts works to bring clarity and control to your financial picture, all backed by the professionalism and care you deserve.
Every solution is built around your lifestyle or business model, maximizing deductions, improving cash flow management, and taking the stress out of accounting.
We will help you streamline accounting, plan taxes, clean up books, and solve IRS issues with calm professionalism. Let’s remove the guesswork from your finances. Call us at 773-828-0551 or email gary.massey@masseyandcompanycpa.com
Whether you are in your Streeterville office, working remotely, or traveling for business, our cloud accounting services provide secure access to all your financial data in real time.
Whether you need a comprehensive clean-up or ongoing month-to-month maintenance, our team will deliver the best for maximum tax efficiency.
Let us handle the numbers so you stay focused on growing your Streeterville business.
Streeterville is one of Chicago’s most vibrant and diverse neighborhoods. Our team understands the unique financial landscape here. We tailor every solution to your industry and your goals.
Our clients stay with us because we care, communicate, and consistently deliver real value.
QuickBooks Online is integral to efficient, modern accounting. Our certified ProAdvisors will help Streeterville businesses:
Our consulting ensures your system is always optimized, scalable, and audit-ready. We help small businesses, startups, and nonprofits build accurate, actionable financial systems that support real growth.
Effective tax preparation is only the beginning. Our proactive approach includes:
We prepare tax returns that reflect the true activity of your business or household, reducing audit risks while giving you complete financial clarity. Let Streeterville’s tax experts help you pay less and keep more.
Don’t let IRS or state tax issues threaten your peace of mind. From unfiled tax returns to IRS letters and mounting tax debt, we help Streeterville clients resolve tough IRS problems with dignity and discretion.
At Massey and Company CPA, we can help with:
We are your Streeterville tax advocate. We communicate directly with taxing authorities and resolve even the toughest cases so you don’t have to face them alone.
Falling behind on taxes is more common than you think, and there are solutions. Our team specializes in resolving tax debt and negotiating with the IRS and the Illinois Department of Revenue.
We will evaluate your full financial picture and recommend the most effective legal strategies to settle your debt while protecting your assets and peace of mind.
We begin with a complimentary consultation to understand your goals and pain points. Next, we review your unique situation and propose a step-by-step plan, tailored to your needs, with a focus on transparency and timely communication.
You’ll receive monthly or quarterly reports, scheduled strategy calls, and rapid answers to urgent questions. We believe in partnerships built on trust and results.
Contact us today to begin.
Our focus is on personalized service, year-round accessibility, and cloud-based efficiency for diverse clients, backed by extensive years of Chicago accounting experience.
Absolutely. We guide you from concept to compliance, setting up your business for success from day one.
Yes, as QuickBooks ProAdvisors, we handle everything from initial setup to complex troubleshooting for all business sizes.
Definitely, we negotiate directly with tax agencies to resolve issues, set up payment solutions, and ensure you’re protected from escalating consequences.
Contact us at 773-828-0551 or email gary.massey@masseyandcompanycpa.com.
We will deliver reliable, transparent, and client-focused accounting solutions. Contact us today.
