taxattorney

Can You Go to Jail for Not Reporting Crypto Transactions? IRS Agent States IRS Ready to Start Criminally Prosecuting Cryptocurrency Tax Evaders

September 16, 2019 | by Dennis N. Brager

An article this summer in Tax Notes Today examined the United States government’s ability to tax cryptocurrencies. The article came days before cryptocurrencies saw another bullish run in which the value of a single unit of bitcoin once again passed $10,000. Additionally, the article references the comments of IRS special agent Gary Alford who stated the IRS is ready to enforce the taxation of a U.S. taxpayer’s gains from cryptocurrencies. Special agent Alford argues that the public’s familiarity with cryptocurrencies will make it easier for the IRS to file criminal tax cases against some taxpayers who evade their tax reporting obligations. Given this new warning from Alford, criminal tax attorneys need to be prepared to defend their clients who hold cryptocurrencies.

In Notice 2014-12, the IRS wrote that it considers cryptocurrencies to be property and, as such, the disposition or exchange of cryptocurrencies will be taxable. A clear example of a taxable event is where a bitcoin holder exchanges a single bitcoin (or any fraction thereof) for fiat currency. Fiat currency is understood to be currency backed by a national government, e.g. the Euro or U.S. dollar.

A tricky issue for taxpayers may be determining the adjusted basis of their holdings in a cryptocurrency to determine realized gain. Sometimes a single unit of cryptocurrency may have been involved in multiple exchanges and transactions before the taxpayer finally reports to the IRS he or she holds the cryptocurrency. The taxpayer is placed in the difficult task of proving the correct basis of the cryptocurrency. A taxpayer who provides an inaccurate basis is likely to be subject to penalties in addition to the amount in taxes owed.

Sisyphus and the Tax Collector

September 16, 2019 | by Dennis N. Brager

In Greek mythology, King Sisyphus is punished by the gods and forced to roll a huge boulder up a hill only for it to roll down as it nears the top. No matter how much effort Sisyphus puts into attempting to push the boulder over the crest of the hill, it always come tumbling back down. He is doomed to push the boulder up the hill for all eternity. Sometimes collecting payroll taxes can be a “Sisyphean task” for the IRS. At least, that is what the 11^th Court of Appeals wrote in a recent decision.

United States v. Askins & Miller Orthopedics, involved a private medical practice which refused to pay payroll taxes. The IRS first tried to negotiate an installment agreement with the medical practice’s business owners, but the business owners would ultimately renege on any agreement. Then the IRS issued a tax levy on property held by the medical practice in various entities, but the business owners would simply shift property to new entities out of reach of the power of the levies. Believing it was out of options, the IRS requested a permanent injunction from the district court to compel the taxpayers to perform and pay their employment taxes now and into the future.

The district court rejected the IRS request because the court argued that the IRS had yet to suffer irreparable harm. The district court reasoned that the IRS could still sue for monetary damages once the taxpayers again failed to pay their employment taxes. This is in spite of the fact that the district court conceded that the taxpayers exhibited a pattern of unlawful conduct likely to persist. In other words, the taxpayers would continue to find ways to not pay their taxes.

Don’t Always Believe What the IRS Tells You About Your Trust Fund Taxes (or Anything Else)

November 19, 2018 | by Dennis N. Brager

A 2017 case is a stark $300,000 reminder that the IRS is not bound by statements made by its employees, such as Revenue Officers. Tommy Weder was a responsible officer of a corporation which failed to pay its payroll taxes, and as a result, he was assessed a trust fund recovery penalty (TFRP) pursuant to IRC Section 6672. After he paid the $300,000, he filed suit in federal district court in Oklahoma requesting a refund. His theory was that the company had paid $300,000 towards the trust fund taxes, and that, therefore, his personal liability was reduced by that amount. In most cases, a taxpayer must pay any tax in full (not just a portion) before he or she can file a suit for a refund. However, under the so-called Flora rule, payroll taxes are divisible taxes, therefore, the taxpayer must only pay the tax due for one employee for one quarter.

The IRS took the position that the payment was not properly designated toward the trust fund, and that it was therefore entitled to, and did, apply the payment towards non-trust fund taxes owed by the company, which of course doesn’t reduce the trust fund recovery penalty. Weder didn’t dispute that there hadn’t been a written designation of tax. The payment had been made through the IRS’ EFTS system, and there was no designation. Weder argued, however, that the Revenue Officer that had been assigned to collection had met with representatives of the company, including its CPA, and that the Revenue Officer had demanded that the payment be made through EFTPS, and represented that the payment would be applied to the trust fund taxes.

The court ruled that absent a WRITTEN designation by the company, the IRS was free to apply the payment in the “best interest” of the government. The Court relied on Rev. Proc. 2002-26, which provides that absent written directions, the IRS “will apply payments to periods in the order of priority that the Service determines will serve the Service’s best interest.” It pointed out that prior to Rev. Proc. 2002-26 being promulgated, the prior IRS guidance was contained in Rev. Rul. 73-2. CB 43. That Revenue ruling only required that taxpayers give “directions.”