What Happens If The Small Business Administration Tells Me Not To Pay My Business’s Employment Taxes?

For many business taxpayers who have Small Business Administration (SBA) financing that ultimately goes into default, it can be difficult to work with an SBA receiver and operate a business. While understanding that relationship requires an expertise that is outside the scope of this article, a recent Eleventh Circuit Court case confirmed that employment taxes [...]

Taking Advantage Of Expanded Penalty Relief

The recent enactment of the Tax Cut and Jobs Act (TCJA) put many individual taxpayers in a difficult position regarding their estimated tax obligations for the 2018 tax year. Fortunately, the Internal Revenue Service (IRS) released Information Release and Notice (IR) 2019-55 expanding the guidance for penalty relief relating to the underpayment of individual income [...]

Emphasizing Physical Injuries In Settlement Agreements

The United States Tax Court (Court) recently issued a decision highlighting, yet again, the importance of clear drafting in settlement agreements. In Doyle v. Comm’r of Internal Revenue, T.C. Memo. 2019-8, the Court held that the taxpayer could not exclude amounts, pursuant to Internal Revenue Code § 104(a)(2), that he received from a settlement agreement. [...]

Can The IRS Really Seize My Assets Without Telling Me First?

The Internal Revenue Service (IRS) can utilize its jeopardy levy function (i.e., taking a taxpayer’s assets) to pursue a taxpayer’s assets prior to issuing a jeopardy assessment (i.e., telling a taxpayer how much they owe). In Chief Counsel Advice (CCA) 201830013, the IRS clarified the circumstances in which it would take such drastic steps. In [...]

Marijuana Dispensaries and the Federal Tax Trap

The marijuana industry has experienced a nationwide boom in the last five years. In 2013, the marijuana industry realized approximately $1.5 billion in sales. In 2017, the industry realized approximately $9 billion in sales. Those numbers will, likely, only continue to rise as more and more states continue to legalize recreational marijuana. In spite of [...]

Winning A Tax Battle, But Losing the Tax War

A recent U.S. Tax Court decision in Barker v. Comm’r of Internal Revenue, T.C. Memo. 2018-67 exemplified the notion that a taxpayer could win a significant tax battle, but still lose the tax war. Cecile Barker was a successful aerospace engineer who also operated a music production/promotion company called SoBe. Cecile’s son was among the [...]

I missed the deadline to file my tax return. Now what?

I missed the deadline to file my tax return. Now what? The deadline for individual taxpayers to file their 2017 Forms 1040, U.S. Individual Income Tax Return, was April 18, 2018. Generally, the filing deadline for Forms 1040 is April 15 of the following tax year. However, as was the case for the 2017 filing [...]

Does the Internal Revenue Service’s “willfulness” standard in Trust Fund Recovery Penalty cases include a “reasonable cause” defense?

The recent Sixth Circuit decision in Bibler v. U.S., 2018 WL 1911249, may mark an evolution of the definition of “willfulness” in trust fund recovery penalty cases. For the Internal Revenue Service (IRS) to prevail in its assessment of the trust fund recovery penalty pursuant to Internal Revenue Code (I.R.C.) § 6672, the liable taxpayer [...]

IRS Adopts The In-Person Approach

The Internal Revenue Service (IRS) had an interesting New Year’s resolution for 2018: more in-person meetings for taxpayers who have a local IRS Revenue Officer assigned to their case. For many taxpayers, particularly those who are unrepresented, this means that an IRS Revenue Officer will be coming to your home or place of business. The [...]

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