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Supplementary Materials · Guide 05

Most owners fight the IRS reactively and lose ground. Here’s how defense actually works.

The IRS collection system moves forward on its own unless someone stops it. Understanding your right to disagree, and how to use it, is the difference.

When the IRS believes you owe money, the burden shifts to you to prove otherwise. Silence gets read as agreement. I once helped a woman in her late eighties whose simple home-sale misunderstanding ballooned into a six-figure assessment, only because the notices went into a drawer. The system doesn’t stop itself. You have to interrupt it.

From a former IRS agent: the IRS is not infallible. It handles millions of returns with limited human oversight, so errors and misapplications of law are a given. Pushing back, correctly, works far more often than people expect.

Why challenging the IRS works

According to the National Taxpayer Advocate, more than 99 percent of U.S. Tax Court cases closed in 2022 were resolved without a trial on the merits. They settled. Here are the four reasons a timely challenge pays off:

  1. Error correction. Computational mistakes, payments applied to the wrong year, and assessments made outside the statute of limitations are more common than you would think.
  2. Procedural protections. Requesting an appeals conference, filing a Tax Court petition, or asking for a collection due process hearing pauses most collection activity while your case is reviewed.
  3. Penalty relief. Many penalties can be reduced or removed through first-time abatement, reasonable-cause abatement, or statutory exceptions.
  4. Time and negotiation room. Even a large bill becomes manageable with installment arrangements and breathing room to resolve it on better terms.

Your administrative options (inside the IRS)

Most disputes never reach a courtroom. These are the tools you use first.

  • Appeals conference with the IRS Independent Office of Appeals, which can pause collection while it reviews your case.
  • Collection due process (CDP) hearing, which suspends most enforcement actions like liens and levies.
  • Audit reconsideration, a lesser-known way to reopen an audit result when you have new information.
  • Penalty abatement requests for first-time or reasonable-cause relief.
  • The Taxpayer Advocate Service, an independent office inside the IRS that can step in during hardship or when normal channels stall.

You also have ten rights under the Taxpayer Bill of Rights, including the right to challenge the IRS’s position, to appeal in an independent forum, and to retain representation. Knowing they exist changes how you interact with the agency.

Your judicial options (in court)

If administrative remedies don’t resolve it, you can go to court. The most common path is petitioning the U.S. Tax Court within 90 days of a Notice of Deficiency, which lets you contest the tax before paying it. Filing the petition itself stops the IRS from assessing or collecting the disputed amount while the case proceeds.

What triggers an audit in the first place

Audits aren’t random luck. The IRS selects returns three main ways: a confidential computer score called the Discriminant Function (DIF) system, relationships to other audited returns (a business partner, a transaction counterparty, or a former spouse), and a small slice of genuinely random selection. A high DIF score usually comes from large, unusual, or questionable items relative to your income and industry. Understanding that is how you stay off the list, and how you respond with confidence if you land on it.

Common questions

What triggers an IRS audit?

Returns are selected mainly three ways: a computer score called the Discriminant Function (DIF) system, relationships to other audited returns (a business partner, counterparty, or former spouse), and a small amount of random selection. High DIF scores come from large, unusual, or questionable items relative to your income and industry.

Can you really fight the IRS and win?

Yes. The IRS processes millions of returns with limited human oversight, so errors are common. According to the National Taxpayer Advocate, more than 99 percent of U.S. Tax Court cases closed in 2022 were resolved without a trial on the merits. Challenging a determination also activates procedural protections that can pause collection.

What is the difference between administrative and judicial IRS appeals?

Administrative remedies happen inside the IRS: an appeals conference, a collection due process hearing, audit reconsideration, and penalty abatement. Judicial remedies happen in court, most commonly by petitioning the U.S. Tax Court within 90 days of a Notice of Deficiency. Most disputes resolve administratively before reaching court.

This is one chapter. The whole playbook is free.

The IRS Survival Guide details every administrative and judicial path to challenge the IRS, with the cases behind them. Read the entire book, free.

Need to challenge an IRS determination now? Andrew represents business owners in appeals and Tax Court at Boss Tax Law.