Jeffrey M. Glassman

September 2022 1-Hour Webinar... [ read ]

Armanino Presentation... [ read ]

Cryptocurrency: A Tax and Estate Planning Perspective... [ read ]

ABA Section of Taxation 2022 May Tax Meeting... [ read ]

Lorman Webinar... [ read ]

American Bar Association Section of Taxation Virtual 2021 Midyear Tax Meeting... [ read ]

American Bar Association Section of Taxation Virtual 2020 May Tax Meeting: Court Procedure & Practice... [ read ]

American Bar Association Section of Taxation 2020 Midyear Tax Meeting... [ read ]

21st Annual Meadows Collier Tax Conference... [ read ]

American Bar Association 2019 Fall Tax Meeting... [ read ]

Section of Taxation 2019 May Tax Meeting of the American Bar Association... [ read ]

2019 Midyear Meeting American Bar Association Section of Taxation... [ read ]

2018 Fall Tax Meeting: ABA Section of Taxation and Real Property & Estate Law, Trust and Estate Division... [ read ]

2018 Fall Tax Meeting: ABA Section of Taxation and Real Property & Estate Law, Trust and Estate Division... [ read ]

The Merge: Will Ether Holders Have a Taxable Event Upon a Successful Merge?... [ read ]

Today marks a day years in the making in the crypto world. Today, the Ethereum blockchain is scheduled to convert from a Proof of Work system to a Proof of Stake system. This is commonly known as "the Merge." As background, a Proof of Work system relies on miners expending massive amounts of energy to create—or "mine"—new blocks in a blockchain. A Proof of Stake system, on the other hand, relies on people staking their cryptocurrency—essentially locking it up from trading for a period of time. Those who stake a sufficient amount of cryptocurrency are then able to validate transactions for, and add new blocks to, the blockchain. Both miners and stakers receive rewards in the form of cryptocurrency for their efforts.

The IRS Wants to Know About Your Crypto: More John Doe Summonses Sought... [ read ]

Although Forms 1099-B are not yet required to be issued by cryptocurrency exchanges (like Coinbase, Crypto.com, and FTX), the IRS is not waiting to get information about cryptocurrency transactions. One of the weapons the IRS has used quite successfully in this arena are "John Doe" summonses.

Congress May Soon Overrule the IRS on Crypto Taxation; What Should Taxpayers Do?... [ read ]

Earlier this year, I wrote about Jarrett v. United States, No. 3:21-cv-00419 (M.D. Tenn.), a case in which a crypto taxpayer rejected a complete government concession of a lawsuit. At issue in the case was whether the taxpayer's cryptocurrency staking rewards were immediately taxable. Presumably, the taxpayer was motivated by a desire to have a court publicly address the issue—which still has not occurred. To this date, there is no clear rule—let alone a clear signal from the IRS about how it views the issue—that dictates whether staking rewards are or are not immediately taxable.

A Unanimous Supreme Court Delivers Important Taxpayer Victory... [ read ]

It is not every day that the Supreme Court hears a federal tax case. Of the issues the Court deals with, tax issues are usually low on the list. But the Court did hear a case earlier this year and on April 21, 2022 the Court issued its opinion. The ramifications could be huge.

IRS Voluntary Disclosure Program Now Squarely Looks at Virtual Currency Issues and Provides Additional Clarity for Penalty Structure... [ read ]

On February 15, 2022, the IRS announced that it had changed its form (Form 14457) for making a voluntary disclosure with the IRS.

Crypto Clarity on the Horizon? Taxpayer Rejects Complete Government Concession for Issue Clarity... [ read ]

It is not every day that the IRS agrees to pay a refund and the taxpayer declines. In Jarrett v. United States, No. 3:21-cv-00419 (M.D. Tenn.), one taxpayer did just that.

Finally, IRS Ends Unhelpful Ten Transcripts Per Call Limit... [ read ]

Perhaps you have noticed that it is often impossible to get through to the IRS on its Practitioner Priority Line.

Ghost Employers, Beware!... [ read ]

While famed ghostbusters Venkman, Stantz, and Spengler may not be a threat to what the IRS is calling "ghost employers," the IRS Office of Fraud Enforcement just might be. According to the IRS, "ghost employers" are people who give their employees a W-2 but don't file employment tax returns or provide payroll information to the Social Security Administration.

Is the IRS Going to Contact Your Neighbor or Others? New IRS Notices Say They Intend to Do Just That... [ read ]

Many taxpayers have begun to receive a letter from the IRS stating that the IRS intends to contact other persons—including potentially the taxpayer's neighbors, banks, employers, and employees—about the taxpayer's tax liability.

New Rules in the United States Tax Court... [ read ]

The Tax Court has recently adopted amendments to its Rules of Practice and Procedure. These amendments come more than two years after the Tax Court proposed amendments to its rules to accommodate electronic filing of petitions and other documents. Pursuant to the new amendments to its rules, the Tax Court will soon allow electronic filing of Tax Court petitions and other documents. (The Tax Court will provide detailed information regarding the implementation of electronic filing on its website once the Tax Court is ready for electronic filing.) Under the new rules, if a Tax Court petition is filed electronically, an original signature is no longer required from the taxpayer or the taxpayer's representative.

The Time is Now: Only One Month Left for Streamlined Installment Agreements (Limited Financial Information Required to Qualify!)... [ read ]

Taxpayers should be aware that the IRS's test program for streamlined installment agreements is set to expire at the end of September 2018—just one month away.

Time for a Withholding Tax Checkup: Treasury Releases New Withholding Calculator... [ read ]

In December 2017, Congress enacted sweeping changes to the federal tax laws. There has been a great deal of discussion as to whether American workers would see significantly greater take-home pay as a result of the new tax laws. In January, the IRS released new withholding tables to help employers determine how much to withhold from their workers' paychecks. Employers were supposed to implement the new withholding changes by February 15th. Now the Treasury Department has released a withholding calculator for American workers to determine if employers are withholding the correct amount.

Judge Maurice B. Foley Announced as Next Chief Judge of US Tax Court... [ read ]

On February 26, 2018, the United States Tax Court announced that Judge Maurice B. Foley was elected Chief Judge to serve a two-year term beginning June 1, 2018.

Taxpayer Wins Offshore Tax Case Completely; Tax Court Rejects IRS Proposed Assessment and Throws Out IRS Interpretation of the Statute of Limitations... [ read ]

When trying to resolve a tax issue, there are often highly-technical issues steeped in substantive tax principles that may steer the outcome. But sometimes there are other ways to resolve tax issues.