Tax Law Frequently Asked Questions
Lynch Law, PLLC provides tax planning, tax controversy, and business tax advisory services in Jackson, Mississippi. Below are answers to questions we frequently receive from business owners, high-net-worth individuals, and other taxpayers about tax law issues in Mississippi.
When should I hire a tax attorney instead of relying on my CPA?
Your CPA is the right person for tax return preparation, bookkeeping, and routine compliance. But there are situations where a tax attorney is necessary, and knowing the difference can save you significant money and exposure.
You should involve a tax attorney when you are selling or acquiring a business (the transaction structure has enormous tax consequences that need to be locked in before a letter of intent is signed), when you receive an IRS audit notice or proposed adjustment (an attorney can assert attorney-client privilege over communications, which a CPA cannot), when you are restructuring entities or ownership interests, when you are planning a significant estate or gift transaction, or when you face potential penalties or criminal tax exposure.
The key distinction is that a CPA works within existing structures to ensure compliance, while a tax attorney designs and defends the structures themselves. For business owners with complex operations, both professionals play important roles — and in some cases, a single advisor with both credentials can handle the full scope. Learn more about tax planning services.
Do I need a tax attorney to sell my business?
Yes — and this is one of the most consequential decisions in the entire sale process. The structure of a business sale (asset sale vs. stock sale, installment terms, earnout provisions, allocation of purchase price, entity restructuring before the sale) has enormous tax implications that can mean the difference between keeping 70 cents of every dollar or keeping 50 cents.
Many business owners make the mistake of hiring an M&A broker or business advisor first and bringing in a tax attorney later. By that point, critical structural decisions may have already been made — or worse, a letter of intent may have been signed — that lock in a suboptimal tax outcome. The tax attorney should be involved from the very beginning, before the business is marketed, to structure the transaction in a way that maximizes after-tax proceeds.
At Lynch Law, we advise business owners on the tax implications of selling closely held businesses, including entity restructuring before the sale, purchase price allocation, installment sale planning, opportunity zone reinvestment, and coordination with estate planning. David R. Lynch’s background as both a CPA and tax attorney (LL.M. in Taxation) means you get integrated financial and legal analysis in one advisor. Learn more about our M&A advisory services.
What is the difference between a CPA and a tax attorney?
A CPA (Certified Public Accountant) is trained in accounting, financial reporting, and tax compliance — preparing returns, managing books, and ensuring you comply with filing requirements. A tax attorney is a lawyer who specializes in tax law — advising on the legal structure of transactions, representing taxpayers in disputes with the IRS and state taxing authorities, and planning strategies that minimize tax exposure.
The distinction matters most when you face a complex transaction (like selling a business or restructuring entities), a dispute with the IRS (audit, appeal, or Tax Court litigation), or estate planning involving significant assets. In these situations, you need someone who understands both the numbers and the law.
David R. Lynch is both a CPA and a tax attorney with an LL.M. in Taxation, which means he brings accounting fluency and legal expertise to every engagement. This dual perspective is particularly valuable for business owners whose tax issues are intertwined with business operations, entity structure, and estate planning. Learn more about David’s qualifications.
How do I fight an IRS audit in Mississippi?
If you receive an IRS audit notice, the first step is to engage a tax attorney or other qualified representative before responding. An audit is an adversarial process, and what you say and produce in the early stages can determine the outcome. Many taxpayers make the situation worse by providing too much information or making representations to the examining agent without understanding the legal implications.
The audit process typically follows this path: examination (the IRS reviews your return and supporting documents), proposed adjustments (the IRS issues a report of proposed changes), response (you agree, partially agree, or protest), IRS Appeals (an independent review within the IRS), and if necessary, Tax Court litigation. At each stage, having experienced representation matters.
Lynch Law represents individuals and businesses in IRS audits, appeals, and Tax Court proceedings. David R. Lynch is admitted to practice before the U.S. Tax Court and has the CPA background to understand the financial records at issue and the legal training to protect your rights throughout the process. Learn more about our tax controversy practice.
What does a tax attorney do during an M&A transaction?
A tax attorney’s role in a merger or acquisition goes far beyond reviewing the purchase agreement. The tax attorney is responsible for structuring the transaction to minimize the tax burden on both sides, which involves analyzing whether an asset sale or equity sale produces the better after-tax result, structuring purchase price allocations under IRC § 1060, advising on installment sale treatment under IRC § 453, evaluating tax-free reorganization structures under IRC § 368, identifying and mitigating tax risks discovered during due diligence, and coordinating the transaction structure with the seller’s estate plan.
For closely held businesses in Mississippi, the tax analysis often involves additional complexity around S corporation built-in gains, state income tax consequences, real property transfer taxes, and the treatment of goodwill and other intangible assets. A tax attorney who is also a CPA can evaluate these issues with both legal precision and financial fluency.
Lynch Law provides M&A tax advisory services for buyers and sellers of closely held businesses. Contact the firm to discuss your transaction.
Can a tax attorney help with estate tax planning?
Absolutely. Estate tax planning is one of the core functions of a tax attorney, particularly one with an LL.M. in Taxation. The federal estate tax, gift tax, and generation-skipping transfer tax are among the most complex areas of the Internal Revenue Code, and effective planning requires deep knowledge of both the tax rules and the trust and estate law that governs the planning vehicles.
A tax attorney advises on lifetime gifting strategies, irrevocable trusts (including GRATs, ILITs, SLATs, and dynasty trusts), valuation discounts for closely held business interests, charitable planning techniques, and the coordination of estate plans with business succession plans. For Mississippi residents, the analysis also considers that Mississippi does not impose a separate state estate tax, but the federal estate tax applies to estates exceeding the applicable exclusion amount.
David R. Lynch’s combination of tax law expertise (LL.M. in Taxation), accounting credentials (CPA), and litigation experience in estate disputes gives him a perspective on estate tax planning that pure transactional planners often lack — he knows how plans hold up when they are challenged. Learn more about estate planning services.
What is U.S. Tax Court and do I need a lawyer?
The United States Tax Court is a federal court where taxpayers can challenge IRS determinations before paying the disputed tax. This is significant because the other federal courts that hear tax cases (the U.S. District Courts and the Court of Federal Claims) require you to pay the tax first and then sue for a refund. Tax Court is the only forum where you can challenge the IRS without paying first.
While taxpayers can represent themselves in Tax Court, doing so in any but the simplest cases is risky. Tax Court proceedings involve formal rules of evidence, procedural requirements, and substantive tax law that require legal training to navigate effectively. The IRS is represented by attorneys from the Office of Chief Counsel, and going up against experienced government lawyers without your own counsel puts you at a serious disadvantage.
David R. Lynch is admitted to practice before the U.S. Tax Court and represents taxpayers in deficiency proceedings, collection due process hearings, and other Tax Court matters. Learn more about tax controversy representation.
How can tax planning reduce my business tax burden in Mississippi?
Effective tax planning for Mississippi businesses involves a combination of entity structuring, timing strategies, and deduction optimization. The choice between operating as a C corporation, S corporation, LLC, or partnership has significant implications for both federal and state tax liability, and the optimal structure depends on the nature of the business, the number of owners, the exit strategy, and the owners’ personal tax situations.
Key planning strategies include selecting the right entity type and ownership structure, timing income recognition and deductions across tax years, maximizing qualified business income deductions under IRC § 199A, structuring owner compensation to balance income tax and employment tax, implementing retirement plans that provide both tax deferral and employee retention benefits, and planning for Mississippi’s corporate income tax and franchise tax obligations.
Lynch Law provides business tax planning services that integrate tax strategy with the firm’s broader business advisory work. The goal is not just to minimize this year’s tax bill, but to position the business for long-term tax efficiency through growth, transitions, and eventual exit. Contact the firm to discuss your business tax situation.
What are the tax implications of selling a closely held business in Mississippi?
Selling a closely held business involves a web of federal and state tax issues that must be analyzed before the transaction is structured. The most fundamental question is whether the sale will be structured as an asset sale or an equity sale (stock or membership interest), because the tax treatment differs dramatically for the seller and the buyer.
In an asset sale, the seller may face ordinary income on depreciation recapture, capital gains on appreciated assets, and potential state income tax on the gain. In an equity sale, the seller generally recognizes capital gain on the sale of the ownership interest, which may qualify for preferential long-term capital gains rates. However, S corporation and partnership sellers face additional complexity around the allocation of gain among different asset classes.
Other critical tax issues include installment sale treatment (spreading gain over multiple years), opportunity zone reinvestment to defer or reduce gain, the impact of the net investment income tax (3.8%), Mississippi state income tax on the gain, and the coordination of the sale with the seller’s estate plan. A tax attorney should be involved before the business is marketed to ensure the transaction structure maximizes after-tax proceeds. Learn more about M&A advisory or contact Lynch Law.
What is tax controversy representation?
Tax controversy representation is the practice of defending taxpayers in disputes with the IRS or state taxing authorities. This covers the full lifecycle of a tax dispute: audit examination, administrative appeals, collection matters, and litigation in the U.S. Tax Court or other federal courts.
Common tax controversy matters include income tax audits (individual and business), employment tax disputes (worker classification, trust fund penalties), estate and gift tax audits, state sales and use tax audits, penalty abatement requests, offer in compromise negotiations, installment agreement negotiations, and innocent spouse relief claims.
Effective controversy representation requires both legal skill (understanding the substantive tax law, procedural rules, and burden of proof) and financial fluency (understanding the books, records, and financial transactions at issue). Lynch Law’s tax controversy practice draws on David R. Lynch’s background as both a CPA and tax attorney to provide comprehensive representation at every stage of the dispute process.
Do I need a tax lawyer for business entity structuring in Mississippi?
If you are forming a new business, restructuring an existing one, or adding partners or investors, the entity structure you choose has significant and often irreversible tax consequences. The choice between an LLC, S corporation, C corporation, or partnership affects how income is taxed, how losses can be used, how owners are compensated, how the business can be sold or transferred, and how the owners’ estates will be affected.
A CPA can advise on the tax compliance aspects of each entity type, but a tax attorney is needed to address the legal and structural questions: operating agreement provisions, buy-sell agreements, ownership transfer restrictions, and the interaction between entity law (governed by Mississippi statutes) and tax law (governed by the Internal Revenue Code). An attorney with both CPA and LL.M. credentials can address both dimensions simultaneously.
Lynch Law advises on business formation and entity structuring with an integrated approach that considers tax efficiency, liability protection, operational flexibility, and exit planning from the outset.
Does Mississippi have a state income tax on business sales?
Yes. Mississippi imposes a state income tax on individuals and businesses, and the gain from selling a business is generally subject to Mississippi income tax if the seller is a Mississippi resident or if the business has sufficient nexus with the state. Mississippi’s individual income tax rates currently range up to 5% on taxable income over $10,000 (following recent legislative changes that are phasing down the rate).
For pass-through entities (S corporations, LLCs, partnerships), the gain flows through to the owners and is taxed at the individual level. For C corporations, the gain may be taxed at the corporate level and again when distributed to shareholders. The entity structure and sale structure can significantly affect the total state tax burden.
Mississippi also imposes a franchise tax on corporations and LLCs doing business in the state, which may affect the timing and structure of a business sale. These state-level considerations should be part of the pre-sale tax planning process. Learn more about tax planning at Lynch Law.
Can a tax attorney help with IRS penalty abatement?
Yes. The IRS imposes penalties for a wide range of conduct — late filing, late payment, accuracy-related errors, substantial understatement of income, and fraud, among others. In many cases, these penalties can be reduced or eliminated through the penalty abatement process.
The two primary grounds for penalty abatement are reasonable cause (the taxpayer had a legitimate reason for the failure, such as reliance on professional advice, serious illness, or natural disaster) and first-time penalty abatement (an administrative waiver available to taxpayers with a clean compliance history for the prior three years). A tax attorney can evaluate which arguments are available, prepare the supporting documentation, and advocate for abatement through the IRS examination, appeals, or collection process.
Lynch Law’s tax controversy practice includes penalty abatement representation for individuals and businesses facing IRS penalties. Contact the firm to discuss your situation.
Have a tax question not answered here? Contact Lynch Law or call (601) 812-5104 to speak with a tax attorney.