Prose by Tax Pros - Another Article by Hale E. Sheppard

Prose by Tax Pros - Another Article by Hale E. Sheppard

By Hale E. SheppardBusiness
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Prose by Tax Pros - Another Article by Hale E. Sheppard episodes

  • Safe Harbors for Easement Deeds: Technical Battles Will Persist

    The IRS has been using claims of “technical” problems as its primary weapon in attacking conservation easement donations. This often means identifying shortcomings with Deeds. In an effort to eliminate tax disputes centered on technicalities and get focused on valuation instead, groups have been asking the IRS to issue guidance for years. The IRS did not react until Congress recently forced it to do so. The IRS, pursuant to a congressional mandate, released Notice 2023-30. This article explains the main aspects of the new easement law, two relevant easement clauses, history of prior requests for a model Deed, and the narrow content of Notice 2023-30.

    23 min
  • Energy Efficient Commercial Building Property and Section 179D: New Case Offers Guidance on Allocations of Deductions

    Disputes will arise when Congress enacts a tax incentive, it orders the IRS to supply details via regulations, the IRS publishes Notices instead, the Notices contemplate participation by multiple parties and the liberal allocation of tax benefits among them, the IRS issues guidance over the years echoing the Notices, and then the IRS suddenly changes its tune. This is exactly what has occurred when it comes to tax deductions for expenses related to Energy Efficient Commercial Building Property. This article provides an overview of Section 179D, explains various sources of IRS guidance from the past two decades, and analyzes the newest Tax Court case on point, Johnson v. Commissioner.

    42 min
  • Expedited Challenges to Economic Substance: Erosion of Protections for Taxpayers and Problems for the IRS

    This article does the following:

    • Explains the economic substance doctrine and the reasons why
    • Congress codified it,
      • summarizes IRS guidance over the following decade,
        • reviews the authorizing Revenue Agents to challenge economic substance without first obtaining executive approval,
          • identifies sources demonstrating that attacks on economic
          • substance are on the rise, and
            • highlights obstacles that the IRS will encounter if it continues
            • down this path.
              55 min
            • IRS Announces Newest Version of Its Comprehensive Voluntary Disclosure Program: Analyzing the Evolution over Five Years.

              The IRS is now carrying out various enforcement campaigns. This has increased interest by taxpayers in pro-actively approaching the IRS to resolve matters on the most favorable terms possible. The IRS offers multiple programs designed to allow taxpayers to rectify specific types of non-compliance, but it has just one general program covering all types of violations, even those involving willful or possibly criminal wrongdoing. This program, called the updated voluntary disclosure practice (“UVDP”), was introduced by the IRS in 2018 and later modified in 2020 and 2022. This article explains the worldwide tax and information-reporting duties of U.S. persons, summarizes the current IRS programs available, and analyzes the five-year evolution of the UVDP.

              1 hr 26 min
            • Expatriating Taxpayers and Unfiled Form 8854: Administration Proposes Disparate Treatment Based on Financial Status

              Certain U.S. individuals who cease their relationship with the United States must pay an “exit tax.” One major problem is that some taxpayers intentionally fail to file Form 8854 (Initial and Annual Expatriation Statement) to notify the IRS of their departure, keep a low profile for a few years, and thus dodge the exit tax. Other taxpayers, particularly so-called accidental Americans, do not maintain U.S. tax compliance or properly expatriate for less nefarious reasons. The current Presidential Administration has suggested changes for both categories of taxpayers. This article analyzes the exit tax, an IRS relief program for individuals who incorrectly expatriated in the past, and pending proposals.

              34 min
            • Improper IRS Disclosure of Taxpayer Data under Section 6103: Recovering Punitive Damages Despite No Actual Damages.

              Taxpayers always give heaps of confidential data to the IRS when they file their mandatory tax returns and information returns, and the IRS always has a legal duty to safeguard such data. Taxpayers sometimes become victims of improper disclosures, and the IRS sometimes gets punished for its transgressions. This article introduces key legal concepts, data-protection duties of the IRS, manners by which taxpayers can sue the IRS for breaches, and the potential for taxpayers to recover not only damages, but also costs incurred in fighting the IRS. This article then analyzes the most recent case, Castillo v. United States, which holds that taxpayers might be able to obtain punitive damages from the IRS, even when they do not suffer actual damages because of the IRS’s improper disclosure of confidential data.

              26 min
            • New Tax Court Case Explores Boundaries of Qualified Offers to the IRS

              The IRS sometimes utilizes aggressive tactics to convince taxpayers to concede cases without significant resistance. Unbeknownst to many taxpayers, they have a powerful tool for evening the proverbial playing field with the IRS: Making a so-called “Qualified Offer.” The basic notion is that if the IRS ignores or rejects a Qualified Offer, the case goes to trial, and the court ultimately rules that the taxpayer’s liability is the same as or less than the amount in the earlier Qualified Offer, then the taxpayer may recoup reasonable fees and costs from the IRS. This article describes the general rules for seeking fee recoupment with the IRS under Section 7430, explains the unique standards applicable to Qualified Offers, and analyzes a recent Tax Court case, Lewis v. Commissioner, which establishes new parameters for Qualified Offers.

              29 min
            • The Rise and Fall of Malta Pensions: Taxpayer Positions, IRS Enforcement, and Remaining Solutions

              Imagine a world where you could create a retirement plan in a foreign country with which you have no affiliation, contribute appreciated property to such plan without triggering immediate taxation, face no limitations on the amount or source of contributions you can make, defer taxes on the accretion inside the plan, start taking distributions as early as age 50, and avoid tax on the majority of the distributions from the plan. Many U.S. taxpayers, relying on flexible interpretations of the bilateral treaty between Malta and the United States, took these positions for several years. The IRS put its proverbial foot down in late 2021, announcing that taxpayers were misconstruing the treaty, and that the IRS was committed to pursuing those who participated in and/or promoted such abuses. This article explains general U.S. tax treatment of foreign pensions, key aspects of the treaty, examples of taxpayers claiming auspicious results, terms of the recent Competent Authority Arrangement designed to halt future activity, declarations by the IRS of severe enforcement actions, and resolution options still available to taxpayers.


              37 min
            • Easement Evolution: Proposed Regulations, New Law, and Public Comments

              After courts held that the IRS violated the law when it issued Notice 2017-10 classifying syndicated conservation easement transactions (“SCETs”) as “listed transactions,” the IRS scrambled to salvage the situation. In particular, it released Proposed Regulations in December 2022, which centered on information-reporting requirements for those involved with SCETs. About three weeks later, Congress enacted the Secure 2.0 Act. That legislation did not address disclosure duties; rather, it identified easement donations that would get a tax deduction of $0 if their value surpassed a certain amount. The disparate objectives, timing, terminology, and standards in the Proposed Regulations and Secure 2.0 Act have caused confusion among easement stakeholders. The attached article examines the current situation, as well as the actions leading up to it.

              52 min
            • Replacing Sticks with Carrots When It Comes to Tax Disclosures? New Proposals regarding Form 8275-R

              The IRS has long used mandatory disclosures by taxpayers on Form 8886 (Reportable Transaction Disclosure Statement) to discourage participation in reportable transactions and carry out enforcement campaigns. The IRS has taken a different approach in the past, though, when it comes to taxpayers taking positions on returns that might be considered aggressive, novel and/or divergent from existing guidance. The IRS favored the carrot, offering penalty protection to taxpayers on the condition that they adequately revealed their positions. The recent Green Book shows that the current Presidential Administration is advocating all stick, and no carrot, when it comes to disclosures to the IRS. This article gives taxpayers and their advisors key information about this important, evolving issue.


              23 min

            About Prose by Tax Pros - Another Article by Hale E. Sheppard

            From the publisher's feed

            Most tax “articles” published these days are just summaries, not substance. Their lack of context, critical thought, and practical solutions often leaves readers with more questions than answers.…