alert-icon
Only limited material is available in the selected language. All content is available on the global site.

Visit our global site in English, or select an alternative location or language below

  • Americas
  • Europe
  • Asia & Pacific
Brazil
Home page:
  • Portuguese
Canada
Home page:
  • English
  • French
Latin America
Home page:
  • Spanish
United States
Home page:
  • English
Current Page:
  • English
Belgium
Home page:
  • Dutch
  • French
Czech Republic
Home page:
  • Czech
Denmark
Home page:
  • Denmark
France
Home page:
  • French
Germany
Home page:
  • German
Hungary
Home page:
  • Hungarian
Italy
Home page:
  • Italian
Netherlands
Home page:
  • Dutch
Norway
Home page:
  • Norwegian
Poland
Home page:
  • Polish
Portugal
Home page:
  • Portuguese
Romania
Home page:
  • Romanian
Slovakia
Home page:
  • Slovak
Spain
Home page:
  • Spanish
Sweden
Home page:
  • Swedish
United Kingdom
Home page:
  • English
Australia
Home page:
  • English
China
Home page:
  • Simplified Chinese
Hong Kong
Home page:
  • English
India
Home page:
  • English
Japan
Home page:
  • Japanese
Malaysia
Home page:
  • English
New Zealand
Home page:
  • English
Philippines
Home page:
  • English
Singapore
Home page:
  • English
South Korea
Home page:
  • English
Taiwan
Home page:
  • English
Thailand
Home page:
  • English
Vietnam
Home page:
  • English
Wolters Kluwer Logo
    • Health

      • UpToDate

        Industry-leading clinical decision support

      • Ovid

        Medical research platform

      • UptoDate Lexidrug

        Evidence-based drug referential solutions

      • Simplifi+ Pharmacy Compliance

        Pharmacy compliance solutions

      Health Overview

      Tax and Accounting

      • Tax & Accounting U.S. Hub

        Central hub for all U.S. solutions

      • CCH Axcess™ Suite

        Cloud-based tax and accounting solution

      • CCH® ProSystem fx®

        Integrated tax and accounting software

      • TaxWise®

        Tax preparation software for tax preparers

      Tax & Accounting Overview

      Financial & Corporate Compliance

      • CT Corporation

        Registered agent & business license solutions

      • Compliance Solutions

        Loan, regulation, and investment compliance

      • BizFilings

        Small business incorporation services

      • eOriginal

        Frictionless lending from borrower to secondary markets

      Financial & Corporate Compliance Overview

      Legal & Regulatory

      • VitalLaw®

        Legal research database for attorneys

      • Legisway

        Legal management software for legal departments

      • Enterprise Legal Management

        Legal spend and matter management

      • Mediregs

        Medical coding and healthcare compliance

      Legal & Regulatory Overview

      Corporate Performance & ESG

      • CCH Tagetik

        Unified performance management software

      • Enablon

        Software solutions for EHS, ESG & operational excellence

      • Teammate

        Audit and assurance solutions

      • Corporate Tax

        Direct and indirect tax software solutions

      Corporate Performance & ESG

      Useful Links

      • Solutions Directory
      • Product Login
      • eShop
      • Solutions

        • Clinical practice
        • Medical research
        • Education and training
        • Data and compliance
        Health Overview

        Roles

        • Hospital technology leaders
        • Nursing leaders
        • Clinical leaders
        • Pharmacy leaders
        • Health plan executives
        • Medical librarians
      • Solutions

        • Tax solutions for accounting firms
        • Tax solutions for tax prep offices
        • Accounting & audit solutions
        • Research solutions & resources
        Tax & Accounting Overview
      • Solutions

        • Registered Agent Services
        • Compliance Program Management
        • Incorporation Services for Entrepeneurs
        • Business License Solutions
        • Lien Solutions
        • Banking Compliance Solutions
        Financial & Corporate Compliance Overview

        Roles

        • Law firm – Attorneys, Paralegals
        • Corporate compliance – Attorneys, Paralegals, Tax
        • Small business owners
      • Solutions

        • Enterprise legal management
        • Legal research database for attorneys
        • Management software for legal departments​
        • Integrated practice management for law firms
        Legal & Regulatory Overview
      • Solutions

        • Corporate performance management software
        • Environmental, Health & Safety (EHS) Software​
        • Audit management & assurance solutions
        • Corporate tax solutions
        Corporate Performance & ESG Overview
    • Business Insights Hub

      Unlock future-ready Insights and navigate the complexities of today's business world with confidence. Wolters Kluwer’s Business Insights empowers professionals and decision-makers to stay ahead of the curve through innovative thinking, analysis, and expert insights to drive your business forward.

      Visit the Insights Hub

      Featured Reports

      • Future Ready Accountant
      • Future Ready Healthcare
      • Future Ready Lawyer

      Trending Topics

      • Artificial Intelligence
      • Business Transformation
      • Data Analytics & Reporting
      • Decision Making & Productivity
      • Risk & Regulatory Compliance
      • Insights

        • Centralized solutions help align drug development teams, providers, and patients
        • Preventing hospital-acquired pneumonia: Strategies for NV-HAP reduction
        • Compliance guide to USP Chapter 797 sterile compounding
        • All means all: Supporting every student’s journey

        Trending Topics

        • Future Ready Healthcare
        • AI in Healthcare
        • Reducing Clinical Burnout
        • Optimizing Medication Management
        • Healthcare Data Intelligence
        • Supporting Clinical Judgment
      • Insights

        • CCH® AnswerConnect and the no taxes on overtime pay rule
        • Navigating the One Big Beautiful Bill Act health coverage changes with CCH® AnswerConnect
        • Combatting misinformation about personal car loan interest deductions
        • CCH® AnswerConnect simplifies tax provisions in the One Big Beautiful Bill Act (OBBBA)

        Trending Topics

        • Audit Management
        • Future Ready Accountant
        • Artificial Intelligence (AI) in Tax and Accounting
        • BEPS Pillar Two Compliance
        • One Big Beautiful Bill Act (OBBBA)
      • Insights

        • Section 16(a) reporting extended to directors and officers of foreign private issuers
        • Tax relief for the Leech Lake Band of Ojibwe Tribal Nation affected by severe storms and straight-line winds: IRA and HSA deadlines postponed
        • IRAs, HSAs, and CESAs: Year-end reporting
        • Individual Retirement Accounts: RMD notice deadline approaching

        Trending Topics

        • Equipment lease and finance digital transformation index
        • Business licenses
      • Insights

        • Legal Leaders Exchange - Podcast episode 32
        • Amplify session recap: Key insights and strategies for leveraging legal data
        • How is AI changing legal operations careers? Reflections after ELM Amplify 2025
        • Report: LegalVIEW Insights volume 2025-2: From surges to stability – Navigating law firm rates in a year of contrasts

        Trending Topics

        • Economic and interest rate forecasts
        • Future Ready Lawyer
      • Insights

        • Mitigating risk and driving growth with predictive FP&A and scenario planning
        • Generative AI in FP&A: From hype to real impact
        • From vision to value: Thriving in a changing sustainability landscape
        • Innovation fit for Finance: our customers made us Leaders
        • Bitcoin, blockchain, and beyond: Audit essentials for assurance leaders
        • Legacy vs. Innovation: A strategic debate on finance transformation
        • Tax automation unlocked
        • Closing the Gaps in Process Safety Management: A Modern Approach
  • News

    Wolters Kluwer newsroom is a one stop destination for the latest company news, insights, media contacts, and information.

    Visit Our Newsroom

    Newsroom Hub

    • Media Inquiries
    • Annual Report
    • Media Resources
    • Awards
    • Events

    Latest News

    • A global journey in Finance: how AI adoption differs across regions
    • Wolters Kluwer study sets the stage for 2026 with sharp contrasts in regional law firm rates and shifting negotiation dynamics
    • Wolters Kluwer CCH® Tagetik achieves IBM Cloud for Financial Services® Validated designation
    • Wolters Kluwer launches Expert AI enhancements to CoursePoint+, meeting the rapidly changing demands of nursing education
    • Wolters Kluwer Indicator survey finds lower concern levels following significant drop in regulatory penalties
    • Wolters Kluwer executive, Cathy Rowe, named to Accounting Today’s 2025 Top 100 Most Influential People in accounting
    • Wolters Kluwer readies launch of CCH Axcess Advisor
    • Closing the gaps in Process Safety Management: A modern approach
  • About Wolters Kluwer

    Wolters Kluwer is a global leader in information, software solutions and services for professionals in healthcare; tax and accounting; financial and corporate compliance; legal and regulatory; corporate performance and ESG.

    Learn More about Wolters Kluwer

    Organization

    • Organization
    • Management
    • Strategy
    • Company Values
    • AI Principles
    • People of Progress

    Useful Links

    • Annual Report
    • Newsroom
    • Contact Us
    • Media Inquiries
  • Investors
  • Careers
Search Wolters Kluwer
    No Suggestion

    Visit our global site in English, or select an alternative location or language below

    • Americas
    • Europe
    • Asia & Pacific
    Brazil
    Home page:
    • Portuguese
    Canada
    Home page:
    • English
    • French
    Latin America
    Home page:
    • Spanish
    United States
    Home page:
    • English
    Current Page:
    • English
    Belgium
    Home page:
    • Dutch
    • French
    Czech Republic
    Home page:
    • Czech
    Denmark
    Home page:
    • Denmark
    France
    Home page:
    • French
    Germany
    Home page:
    • German
    Hungary
    Home page:
    • Hungarian
    Italy
    Home page:
    • Italian
    Netherlands
    Home page:
    • Dutch
    Norway
    Home page:
    • Norwegian
    Poland
    Home page:
    • Polish
    Portugal
    Home page:
    • Portuguese
    Romania
    Home page:
    • Romanian
    Slovakia
    Home page:
    • Slovak
    Spain
    Home page:
    • Spanish
    Sweden
    Home page:
    • Swedish
    United Kingdom
    Home page:
    • English
    Australia
    Home page:
    • English
    China
    Home page:
    • Simplified Chinese
    Hong Kong
    Home page:
    • English
    India
    Home page:
    • English
    Japan
    Home page:
    • Japanese
    Malaysia
    Home page:
    • English
    New Zealand
    Home page:
    • English
    Philippines
    Home page:
    • English
    Singapore
    Home page:
    • English
    South Korea
    Home page:
    • English
    Taiwan
    Home page:
    • English
    Thailand
    Home page:
    • English
    Vietnam
    Home page:
    • English
    IRS Building
    Tax & AccountingJune 09, 2022

    IRS begins release of annual "Dirty Dozen" list: tax avoidance schemes likely to trigger an audit

    By: Mark Friedlich, ESQ., CPA

    Each year the Internal Revenue Service releases its "Dirty Dozen," referring to transactions and arrangements that taxpayers should avoid. This past week, the agency focused on four potentially abusive transactions/arrangements that are more than likely to draw "additional agency compliance efforts." In other words, you can expect to see an IRS auditor come knocking at your door in the not-too-distant future if you have participated in any of these.

    Those four abusive transactions involve charitable remainder annuity trusts, Maltese individual retirement arrangements, foreign captive insurance, and monetized installment sales.

    The agency will focus on eight additional scams in the near future, with some focused on the average taxpayer and others focused on more complex arrangements that promoters market to higher-income individuals.

    The IRS reminds taxpayers to watch out for and avoid advertised schemes. Many of these schemes are now promoted online. They promise tax savings that are too good to be true and will likely cause taxpayers to legally compromise themselves.

    The agency cautions taxpayers, tax professionals, and financial institutions that they must be vigilant and watch out for scams, from simple emails and calls to highly questionable but enticing online advertisements.

    2022 IRS Dirty Dozen #1 – use of Charitable Remainder Annuity Trust (CRAT) to eliminate taxable gain.

    In this transaction, the appreciated property is transferred to a CRAT. Taxpayers improperly claim the transfer of the appreciated assets to the CRAT in and of itself gives those assets a step-up in basis to fair market value as if they had been sold to the trust. The CRAT then sells the property but does not recognize gain due to the claimed step-up in basis. The CRAT then uses the proceeds to purchase a single premium immediate annuity (SPIA). The beneficiary reports, as income, only a small portion of the annuity received from the SPIA. Through a misapplication of the law relating to CRATs, the beneficiary treats the remaining payment as an excluded portion representing a return of investment for which no tax is due. Taxpayers seek to achieve this inaccurate result by misapplying the rules under sections 72 and 664.

    2022 IRS Dirty Dozen #2 – Maltese (or other foreign) pension arrangements misusing treaty. 

    In these transactions, U.S. citizens or U.S. residents attempt to avoid U.S. tax by contributing to certain foreign individual retirement arrangements in Malta (or possibly other foreign countries). In these transactions, the individual typically lacks a local connection. In addition, local law allows contributions in a form other than cash, or does not limit the amount of contributions by reference to income earned from employment or self-employment activities.

    By improperly asserting the foreign arrangement as a "pension fund" for U.S. tax treaty purposes, the U.S. taxpayer misconstrues the relevant treaty to improperly claim an exemption from U.S. income tax on earnings in, and distributions from, the foreign arrangement.

    2022 IRS Dirty Dozen #3 – Puerto Rican and other foreign captive insurance.

    In these transactions, U.S owners of closely held entities participate in a purported insurance arrangement with a Puerto Rican or other foreign corporation, with cell arrangements or segregated asset plans in which the U.S. owner has a financial interest.

    The U.S.-based individual or entity claims deductions for the cost of "insurance coverage" provided by a fronting carrier, which reinsures the "coverage" with the foreign corporation. The characteristics of the purported insurance arrangements typically will include one or more of the following:

    • Implausible risks covered
    • Non-arm's-length pricing
    • Lack of business purpose for entering into the arrangement

    2022 IRS Dirty Dozen #4 – monetized installment sales.

    These transactions involve the inappropriate use of the installment sale rules under section 453 by a seller who, in the year of a sale of property, effectively receives the sales proceeds through purported loans.

    In a typical transaction, the seller enters into a contract to sell appreciated property to a buyer for cash and then purports to sell the same property to an intermediary in return for an installment note. The intermediary then purports to sell the property to the buyer and receives the cash purchase price. Through a series of related steps, the seller receives an amount equivalent to the sales price, less various transactional fees, in the form of a purported loan that is non-recourse and unsecured.

    IRS Dirty Dozen Guidance: engage in the transactions at your own risk

    The IRS warns that taxpayers who have engaged in, or are considering engaging in, any of these transactions should carefully review the underlying legal requirements and consult independent, trusted advisors before claiming any purported tax benefits.

    Those taxpayers who have already claimed the "tax benefits" of one of these four transactions on a tax return should consider taking corrective steps, such as filing an amended return and seeking independent advice.

    The IRS likely will challenge claimed benefits from the transactions on this list and may impose accuracy-related penalties ranging from 20% to 40%, or a civil fraud penalty of 75% of any underpayment of tax.

    Dirty Dozen list represents the more common transactions the IRS will scrutinize

    This list is not intended to be an exclusive list of transactions that the IRS will examine closely – they have made this clear.

    This list represents some of the more common trends and transactions IRS officials are seeing as they examine returns. 

    IRS Commissioner Charles Rettig cautions that "taxpayers should stop and think twice before including these questionable arrangements on their tax returns. Taxpayers are legally responsible for what's on their return, not a promoter making promises and charging high fees. Taxpayers can help stop these arrangements by relying on reputable tax professionals they know they can trust."

    In short, like most things in life, anything that seems "too good to be true" most often is.

    Get More Clarity with CCH AnswerConnect
    Get More Clarification with CCH AnswerConnect
    Mark Friedlich
    Mark Friedlich, ESQ., CPA
    Vice President of US Affairs for Wolters Kluwer Tax & Accounting
    Mark Friedlich, a CPA & tax lawyer, is the Vice President of US Affairs for Wolters Kluwer Tax & Accounting. He is a member of the U.S. Senate Finance Committee’s Chief Tax Counsel’s Advisory Board, advisor to 14 state taxing authorities, and has been a member of the American Bar Association’s Tax Section and AICPA’s Tax Section leadership teams. Prior to joining Wolters Kluwer he was a COO and Principal at PwC.

     

    Explore related topics

    Expert insightsTax newsFederal Tax News and Legislation
    Research & Learning

    CCH® AnswerConnect gives you the industry’s most powerful web-based technology, combined with comprehensive and authoritative tax research content.

     

    Learn More
    More from CCH AnswerConnect
    Get complimentary access
    Customer login
    Latest federal tax news

    Related insights

    Tax relief for the Leech Lake Band of Ojibwe Tribal Nation affected by severe storms and straight-line winds: IRA and HSA deadlines postponed IRAs, HSAs, and CESAs: Year-end reporting Individual Retirement Accounts: RMD notice deadline approaching

    Related Insights

    • Tax relief for the Leech Lake Band of Ojibwe Tribal Nation affected by severe storms and straight-line winds: IRA and HSA deadlines postponed
      Article
      Compliance
      Tax & Accounting
      December 19, 2025

      Tax relief for the Leech Lake Band of Ojibwe Tribal Nation affected by severe storms and straight-line winds: IRA and HSA deadlines postponed

      Due to destruction caused by severe storms that took place in parts of Minnesota beginning June 21, 2025, the IRS has announced that affected taxpayers will receive tax relief. As a result, certain IRA and HSA deadlines are extended.
      Learn More
    • IRAs, HSAs, and CESAs: Year-end reporting
      Article
      Compliance
      Tax & Accounting
      December 15, 2025

      IRAs, HSAs, and CESAs: Year-end reporting

      Tax reporting is one of the primary responsibilities of an IRA, HSA, or CESA custodian, or trustee. This article primarily focuses on 2025 year-end distribution reporting for these types of tax-advantaged accounts.
      Learn More
    • Individual Retirement Accounts: RMD notice deadline approaching
      Article
      Compliance
      Tax & Accounting
      December 15, 2025

      Individual Retirement Accounts: RMD notice deadline approaching

      The tax law requires IRA custodians and trustees to provide IRA owners and the IRS with an annual required minimum distribution notice. This article provides the detail necessary to ensure an IRA custodian or trustee fulfills its requirements.
      Learn More
    • What's new with CCH Axcess™ Tax
      Article
      Tax & Accounting
      Updated December 08, 2025

      What's new with CCH Axcess™ Tax

      This year, CCH Axcess customers will experience faster workflows, improved efficiency and greater support.
      Learn More
    Footer Navigation
    1. Back to

      Home
    2. Back to

      Expert Insights
    3. IRS begins release of annual "Dirty Dozen" list: tax avoidan...
    • About Wolters Kluwer
    • Strategy
    • Organization
    • Management
    • News & Press Releases
    • Events
    • Solutions Directory
    • Health
    • Tax & Accounting
    • Corporate Performance & ESG
    • Financial & Corporate Compliance
    • Legal & Regulatory
    • Expert Insights
    • Careers
    • Investors
    • Site Owner

    Wolters Kluwer Tax & Accounting US

    • My Account
    • Shop
    • Support
    • Product Training
    • Product Login
    Follow Wolters Kluwer US
    • Facebook
    • Twitter
    • LinkedIn
    • Instagram
    • YouTube
    Wolters Kluwer Logo

    When you have to be right

    • Terms of Use
    • Privacy & Cookies
    • Manage Cookie Preferences
    • Your California Privacy Choices
      Your California privacy Choices

    © 2025 Wolters Kluwer N.V. and/or its subsidiaries. All rights reserved.

    Back To Top