Author Archive

The Parameters of Qualified Amended Returns Examined by Tax Court in Case of First Impression

March 9, 2012

By Hale Sheppard Life grants few chances at true redemption. The Internal Revenue Code, likewise, is not known for facilitating taxpayer salvation. Sure, under certain circumstances, taxpayers have an opportunity to file late tax-related elections to rectify an oversight, and other forms of clemency exist. However, the general rule is that taxpayers are stuck with [...]

LLC Members and the Passive Activity Loss Rules: IRS Issues Proposed Regulations After Multiple Court Setbacks

February 29, 2012

By Hale Sheppard Change is inevitable, particularly in the tax arena.  The world evolves at such a quick pace that the IRS frequently finds itself playing catch up.  Examples of this abound, but a recent event of interest involves the IRS’s attempt to deprive certain taxpayers of losses because of their decision to conduct business [...]

When Bygones Aren’t Bygones: Exploring Tax Solutions for U.S. Persons with Undeclared Canadian Retirement Plans and Accounts

February 24, 2012

By Hale Sheppard Many Canadians migrate south each year and become U.S. residents or citizens.  Along with the cold weather, they may also leave behind local retirement account, such as a Canadian registered retirement savings plan (“RRSP”) or a Canadian registered retirement income fund (“RRIF”).  Preserving this Canadian nest egg is generally a good thing.  [...]

Settlement Program for Worker-Classification Issues: Putting the Latest Employment Tax Offer into Perspective

February 23, 2012

By Hale Sheppard The difference between what taxpayers should pay and what they actually pay the IRS is called the “tax gap.”  A significant portion of the tax gap is attributable to non-compliance with employment tax laws, including worker misclassification.  The IRS is currently conducting a three-year research project, which entails an additional 6,000 random [...]

If You’re On Call, You’re Out of Luck in Passive Activity Cases

February 21, 2012

By Hale Sheppard Back in the era of beepers, being “on call” evoked imagery of importance.  Indeed, those people required by their job to carry a beeper, along with those who did so voluntary, displayed the devices with a noticeable degree of smugness.  The positive aspects of this status symbol aside, anyone who has been [...]

Better Late than Never: IRS Radically Changes Aggregation Election Procedures in Passive Activity Cases

February 14, 2012

By Hale Sheppard The tax code is best known for its strict rules, but it also features hundreds of taxpayer-favorable elections.  The first step to evaluating and possibly taking advantage of these elections is being aware of their existence.  Unfortunately, taxpayers and/or their advisors sometimes overlook an election or fail to follow the related procedures.  [...]

Always Say Never: Does Financial Distress Create Reasonable Cause Sufficient To Abate Tax Penalties?

February 6, 2012

By Hale Sheppard Nearly all taxpayers will face penalties by the IRS at some point, regardless of their sophistication level and size.  Accordingly, tax practitioners, even those who claim not to get involved in traditional “collection” activities, must understand key aspects of abatement and collection procedures in order to effectively advise their clients.  This is [...]

As the World Turns: Court Rebuffs Novel Spin on International Tax Filing Rules

March 25, 2011

By Hale Sheppard For better or worse, many a tax dispute has been won or lost on procedure, often on the question of whether a document – be it a tax return, refund claim, or petition – was timely filed.  The centrality of this issue helps explain the renown of the otherwise unremarkable “mailbox rule” (a.k.a. [...]

Where There’s No Will, There’s a Way to Avoid FBAR Penalties

March 15, 2011

By Hale Sheppard Nowadays, newspapers and tax journals often contain articles about international tax issues, particularly the duty of U.S. persons to file an annual Form TD F 90-22.1 (“FBAR”) to report their interests in foreign financial accounts.  As general knowledge of the FBAR increases, the chances of taxpayers avoiding penalties on grounds that they [...]

IRS Giveth and DOJ Taketh Away: Recent Opinion Jeopardizes Retroactive FBAR Relief

March 8, 2011

By Hale Sheppard Much confusion has existed over the past few years about filing Form TD F 90-22.1 (“FBAR”) to report foreign accounts to the IRS.  To remedy this, the IRS issued pronouncements in 2009 and 2010 granting certain FBAR filing exemptions and penalty waivers.  Many of these benefits had retroactive effect.  A recent criminal [...]


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