Targeted Tax Planning · Dynamic Tax Defense
Most advisors
follow the trail.
We chart the terrain.
Mapping the tax landscape others never reach — McClintock Tax Law applies a dynamic, integrated approach to reduce liabilities and protect what clients have built: assets, income, retirement, and business exits. Nationwide.
The McClintock Difference
Most advisors follow the trail.
We survey the territory no one else has mapped.
The tax code is vast — and most practitioners work only the well-worn paths. McClintock Tax Law combines an LL.M. in Taxation, former IRS professional experience, and twenty years of Army combat service to navigate terrain others never chart. The result is a practice built on one principle: the government takes only what it is legally entitled to — not a dollar more.
Tax Planning
We chart the routes others
haven't thought to take.
Great tax planning happens before the year ends — before the transaction closes, before the entity is formed, before the retirement event. We survey the full landscape first, then navigate with precision.
Entity Structure & Formation
The single most important tax decision most businesses make is how they are structured — and most make it wrong. We engineer entities from the ground up: S-Corp, C-Corp, LLC, partnership, and hybrid structures designed to minimize self-employment tax, optimize pass-through income, enable §1202 QSBS exclusions, and position the business for a tax-efficient exit.
- Pass-through income optimization
- S-Corp salary & distribution strategy
- §1202 Qualified Small Business Stock planning
- Multi-entity structures for liability & tax separation
- Choice of entity analysis for startups & acquisitions
Business Exit & Succession
A business exit is often the largest financial event of an owner's life. We plan the structure years in advance — installment sales, §1031 exchanges, QSBS exclusions, charitable remainder trusts, and entity restructuring before the sale — to ensure the exit produces maximum after-tax proceeds.
- Pre-sale entity restructuring
- §1031 like-kind exchange strategy
- Installment sale & earnout structuring
- ESOP & stock sale vs. asset sale analysis
- Family succession & estate integration
Retirement & Wealth Protection
Retirement accounts are one of the most powerful — and most underutilized — tax planning tools available. We integrate defined benefit plans, solo 401(k)s, Roth conversion ladders, and strategic asset location to maximize tax-deferred growth and protect accumulated wealth from both tax erosion and legal exposure.
- Solo 401(k) & defined benefit plan design
- Roth conversion & backdoor Roth strategy
- Tax-efficient asset location
- Asset protection structuring
- Required minimum distribution planning
Real Estate & Cost Segregation
Real property is one of the most tax-advantaged asset classes in the Code — if structured correctly. We combine cost segregation studies, bonus depreciation, §1031 exchanges, opportunity zone investments, and passive activity planning to accelerate deductions and defer gains indefinitely.
- Cost segregation & bonus depreciation
- §1031 exchange structuring & execution
- Opportunity Zone investment analysis
- Short-term rental & REPS strategy
- Passive activity & at-risk rule planning
Income Shifting & Timing
The timing and character of income is as important as its amount. We engineer income recognition across tax years, shift income to lower-bracket family members through legitimate vehicles, and convert ordinary income to capital gains — legally and defensibly.
- Year-end income acceleration & deferral
- Family management company structures
- Qualified opportunity fund planning
- Capital gain harvesting & loss planning
- Installment & deferred compensation design
International & Multi-State Tax
As businesses and individuals expand across borders, tax exposure multiplies — unless structured in advance. We provide foreign tax credit planning, GILTI and FDII analysis, FBAR compliance, and state nexus analysis for multi-state operators to minimize global effective tax rates.
- Foreign tax credit optimization
- GILTI, FDII & BEAT planning
- FBAR & FATCA compliance strategy
- State nexus & apportionment analysis
- Offshore structure compliance
Most advisors follow the trail.
We chart the terrain.Every client's tax landscape is unique — and most of it goes uncharted. We apply a dynamic, integrated approach, drawing on tax law, business structure, intelligence methodology, and government-side experience, to navigate territory that protects what you've built and opens paths others never found.
— Matthew McClintock, Founding Attorney · LLM · JD · EA
All Practice Areas
Every trail mapped.
Every exposure accounted for.
Planning decisions affect controversy exposure. Controversy strategy affects compliance posture. We chart all dimensions under one roof — so nothing falls through the gap.
Tax Planning & Structure
Entity formation, partnership structures, pass-through optimization, §1202 QSBS, bonus depreciation, cost segregation, retirement planning, business exit architecture, and long-horizon tax design for families and enterprises of significant wealth.
Tax Controversy & Resolution
IRS audit defense, administrative appeals, Tax Court representation, collection defense, penalty abatement, offer in compromise, and refund litigation. Former IRS professional background — we understand exactly how the government builds its file.
Business & Corporate Law
Formation, governance, shareholder agreements, M&A tax structuring, operating agreements, contracts, and regulatory compliance — handled alongside tax counsel so no consequence falls through the gap.
White-Collar & Criminal Tax Defense
Federal tax investigations, grand jury representation, subpoena and summons response, parallel civil-criminal exposure management. Former IRS professional experience means we understand the government's methodology from the inside.
Immigration Law
EOIR removal proceedings, USCIS filings, business immigration strategy, and status-sensitive tax planning — with the rare capability to address immigration and tax exposure in a single coordinated engagement.
Securities & Regulatory Filings
Securities filings, regulatory compliance, and disclosure obligations for closely held businesses, emerging companies, and investment structures. Coordinated with tax counsel so compliance obligations and tax consequences are addressed as one strategy.
Fractional CFO & General Counsel
Ongoing strategic advisory, board-level reporting, recurring compliance cadence, and decision support for complex operating structures that require a senior legal and financial voice without a full-time hire.
The McClintock Difference
Why clients who could go
anywhere choose a different guide.
We Chart the Terrain
Most practitioners work only the well-worn trails. We study the Code at the graduate level, cross-reference it with investigative experience, and chart structures that are bold — but unassailably defensible. Knowing the territory changes everything.
Inside the Government's Playbook
Matthew is a former IRS professional. He knows how examiners build a file, what signals they follow, and exactly where federal positions overreach. That inside perspective reshapes every planning and controversy engagement.
Backwards Planning Method
Every engagement begins at the destination — the exit, the retirement, the protected estate — and works backwards to the present. We chart the path from the summit down, not from the trailhead up. The result: 95.28% successful resolution for taxpayers in IRS audits, with over 52,000 taxpayers assisted.
Full-Terrain Coverage
Planning affects controversy. Controversy affects compliance. Governance failures surface at the worst time. We chart all dimensions in a single coordinated engagement — not a referral patchwork where the map ends at someone else's edge.
Combat-Tested Discipline
Twenty years as a U.S. Army combat veteran specializing in economic and industrial intelligence and counter threat finance. The same discipline that traces financial networks on a battlefield traces them in a complex tax matter.
Securities & Regulatory Filings
Counsel on securities filings, regulatory compliance, and disclosure obligations for closely held businesses, emerging companies, and investment structures — coordinated alongside tax strategy so no exposure falls between disciplines.
Recognized Speaker & Educator
Matthew has regularly delivered presentations to professional audiences on Circular 230 compliance, Criminal Tax Investigations, Money Laundering, Cryptocurrency taxation, and Tax Controversy matters — the same expertise that guides every client engagement.
What We Protect
We chart a path around
every exposure. For everything you've built.
Assets & Wealth
Structure, shield, and transfer assets across generations with minimal tax erosion and maximum legal protection.
Income
Reduce the tax rate on ordinary income through entity structure, timing strategies, and character conversion.
Retirement
Maximize tax-deferred accumulation, engineer Roth conversions, and protect retirement accounts from unnecessary tax drag.
Business Exit
Plan the exit years in advance — QSBS exclusions, §1031 exchanges, installment sales, and pre-sale restructuring to maximize after-tax proceeds.
Founding Attorney
A practitioner who knows
every side of the terrain.
Matthew McClintock is the founding attorney of McClintock Tax Law LLC. His practice is reserved for consequential matters — tax planning for families and enterprises of significant wealth, controversy where assessed exposure is material, and governance for complex operating structures. The firm's methodology surveys the full landscape before committing to a path — a discipline forged in twenty years of Army combat service and refined in federal tax enforcement.
Former IRS Professional
Before private practice, Matthew served as a federal tax enforcement professional with the IRS. His work encompassed the financial investigation of multibillion-dollar enterprises, celebrated public figures and entertainers, organized crime financial networks, and political corruption matters of federal significance — proceedings where the financial record is built from primary sources and the margin for analytic error is zero.
That background is not biography. It is a navigational advantage — knowledge of how the government builds its case, and exactly where its maps have gaps — that reshapes every planning and controversy engagement this firm undertakes.
The Backwards Planning Method
Every engagement begins at the destination — the exit multiple, the protected estate, the resolved audit — and surveys the path backwards to the present. We orient to the summit first, then chart every step required to reach it. The result is a discipline that eliminates every route that doesn't lead to the outcome.
for taxpayers in IRS audits
assisted
U.S. Army · 20 Years · Combat Veteran
Matthew retired from the United States Army in 2025 after twenty years of service as a combat veteran. His specializations included economic and industrial intelligence, counter threat finance, and SOCAFRICA support for Tier 1 counterterrorism operations (2018–2021). Earlier assignments included Operation Odyssey Dawn and multi-agency economic intelligence roles beginning in 2010. Two decades reading terrain, tracing financial networks, and executing from the objective backwards — translated directly into the discipline that defines this practice.
Contact
Start charting
your terrain.
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- Firm
- McClintock Tax Law LLC
- Location
- Kansas City, Missouri
- Practice
- Nationwide representation
- Office
- 202-643-5210
- Fax
- 833-901-2452
- MetLife
- Legal Plans accepted · 800-821-6400