Phone: (312) 578-9300
Anthony J. Madonia & Associates provides guidance for all aspects of taxation and tax preparation. We understand what strategies need to be implemented to avoid unnecessary taxes. With our 365 Taxation Support™, we take an aggressive approach and maintain honesty in our record-keeping. We serve the best interests of our clients within the framework of compliance and regulations. Our taxation practice area encompasses tax attorneys, CPAs and bookkeepers with extensive experience in all aspects of taxation and tax preparation.
At our firm, the taxation staff includes tax attorneys who have been Certified Public Accountants (CPAs), CPSs, Accountants, and other financial personnel. We utilize these dual areas of tax and legal knowledge to provide you with a single resource to guide you through the taxation cycle, from strategy and planning to tax return preparation and, if needed, IRS representation.
Tax laws are constantly changing; we stay up-to-date on these changes, so you don’t have to. Preserving your wealth and planning for continued success requires a strategic approach and vigilance. At Anthony J. Madonia & Associates, we give you an understanding of the tax preparation process as well as an ally in maintaining your assets.
Our approach to tax issues goes beyond basic filings. We work with business owners, families, and individuals throughout Illinois to develop strategies that support financial growth and legal compliance. With tax codes evolving annually, it is crucial to collaborate with professionals who understand how new provisions, regulations, and court decisions may impact your bottom line.
We deliver this insight through a multidisciplinary team comprising of attorneys and CPAs. This integration allows us to address every angle of your tax situation, whether you’re launching a business, transferring wealth, or planning for a significant transaction. We also guide clients through industry-specific concerns, such as real estate investments or succession planning, that require targeted knowledge of tax consequences. Our clients rely on us for guidance rooted in practical experience, technical accuracy, and a long-term view.
Our role as your tax attorney is to analyze your complete financial picture and create a structure that complies with state and federal regulations while preserving value. For businesses, this includes assisting with entity selection, providing operational guidance, and understanding the tax implications of expansions, mergers, or restructurings. For individuals, we address estate and gift tax questions, multi-jurisdictional filings, and strategies to minimize tax liability across investments.
Clients often reach out during a time of need, such as when an IRS audit is looming or penalties have been issued. But many of the most valuable services we provide are proactive. We help clients identify risk areas early, avoid errors in reporting, and explore opportunities available through updated provisions in the tax code. Tax planning doesn’t just reduce surprises; it creates opportunities. By aligning your financial activities with applicable tax law, we help reduce risk and position you to build long-term security.
Tax disputes can quickly escalate. Our firm offers direct representation before the IRS and the Illinois Department of Revenue. Whether the issue involves a personal return, payroll taxes, or corporate filings, our team provides clear communication and efficient handling of complex matters.
We assist with audits, penalty abatement, appeals, and negotiated settlements when appropriate. With decades of experience, we know how to navigate procedural rules and communicate effectively with federal and state agencies. If your case reaches the Tax Court, we offer comprehensive litigation support, backed by our in-depth knowledge of how courts interpret both procedural and substantive issues in tax law.
Our goal is to resolve tax disputes while protecting your financial interests and reducing long-term exposure. With every case, we provide practical advice rooted in real-world outcomes, not just theory.
We view tax obligations in context. Our tax lawyers collaborate closely with our estate planning and business law teams to ensure that decisions are made in a comprehensive and informed manner, rather than in isolation. Whether you’re transferring a business to a family member, funding a trust, or managing real estate holdings, every decision carries a tax implication that must be carefully addressed.
We regularly assist with 1031 exchanges, succession planning, and asset protection strategies. We also evaluate how proposed actions, such as gifting strategies, charitable contributions, or reorganization of corporate structures, may impact your future tax obligations. Our team develops plans that reflect not just your current tax obligations but your future goals. By aligning estate, business, and tax strategies, we help reduce unnecessary burdens while maximizing control and continuity for the people and assets that matter most.
Transferring wealth across generations requires careful legal structuring and a clear understanding of tax exposure. We help clients design plans that allow them to preserve assets while remaining compliant with both state and federal tax laws. This includes evaluating lifetime gifting options, planning for step-up basis rules, and understanding how estate tax thresholds may affect larger estates.
Our attorneys also work with trustees and beneficiaries to ensure that the terms of a trust align with long-term tax planning objectives. Whether you are setting up a family trust, managing a charitable foundation, or preparing to hand over a business to the next generation, we provide clear, actionable, and sustainable legal and financial strategies. With our support, families can transfer wealth with confidence, knowing that legal compliance and tax efficiency are fully integrated.
Our tax clients come from diverse backgrounds, but they share one commonality: complex financial situations that require thoughtful solutions. We assist:
Whether you’re in Schaumburg, downtown Chicago, or elsewhere in Illinois, we are here to serve you with clarity and commitment. Our tax law team works closely with each client to ensure that every decision is both well-informed and legally sound.
Clients turn to our firm because we are both strategic and accessible. We explain tax concepts clearly, outline your options, and provide responsive service when timelines are tight. From quarterly planning meetings to emergency audit representation, we stay connected to your needs throughout the year.
We’re proud to be more than just tax preparers. We are legal advisors, business mentors, and long-term partners who help you move forward with confidence. Our commitment to excellence and integrity drives everything we do.
A tax attorney is trained in both law and taxation, with the ability to provide legal advice and represent clients in court or before the IRS. A CPA focuses primarily on accounting, compliance, and financial reporting. Our firm combines both for a full-spectrum service.
Yes, in many cases. Accountants can prepare returns, but a tax attorney can provide legal strategy, represent you during disputes, and structure transactions to reduce legal and financial risks.
Absolutely. Our team collaborates with numerous clients who require assistance with both business filings and personal financial strategies, ensuring that everything works together efficiently.
For most clients, we recommend annual reviews at a minimum. Quarterly or mid-year sessions are also common for those with ongoing planning needs or transactional activity.
Contact us right away. Do not ignore it or try to resolve it without legal guidance. Our tax lawyer team can evaluate the notice, assess any deadlines, and assist you in responding appropriately.
Tax obligations are serious, but they don’t have to be overwhelming. With the proper legal and financial guidance, you can meet every deadline, defend your rights, and plan for the future with clarity.
At Anthony J. Madonia & Associates, we provide more than just tax return support. We provide full-cycle insights from a combined legal and accounting team that has been advising clients in Chicago and Schaumburg for decades. Whether you’re planning, restructuring, or responding to an IRS letter, our tax attorney team is ready to help.
Contact us today to schedule your consultation. You can learn more about our approach on our ‘About Us’ page or request an appointment through our ‘Contact’ page.
Areas related to Taxation and Tax Law that we can assist with:
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