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Guaranteeing Results Is a Risky BusinessGuaranteeing Results Is a Risky Business

Failed charitable planning technique results in a malpractice claim.

4 Min Read
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A well-recognized idiom provides that “nothing is certain but death and taxes.” However, the uncertainties associated with valuations and how those taxes will ultimately be computed make it unwise for tax professionals to guarantee a result or fail to indicate risks that might be attendant to a proposed plan. Risks may be heightened when personal property is donated with the expectation that an appraisal will establish the allowable deduction. When automobiles, boats and airplanes are donated for a claimed value that exceeds $500, and sold by the charity without any significant intervening use, the amount of the deduction allowed generally won’t exceed the gross proceeds received by the charity. (Internal Revenue Code Section 170(f)(12)(A)(ii).) Based on the complaint, it appears that the recently filed case of Ridinger v. Stone, No. 1:22-cv-09082 (S.D.N.Y. 2022) may illustrate how an alleged representation that a planned personal property donation technique would eliminate those risks can result in a disgruntled client and a malpractice claim. Because the only public record is the complaint, and the defendants haven’t been heard from, this is all premature, but nonetheless we may learn cautionary even at this juncture.

IRS Audits Charitable Deduction for Donation of Yacht

In Ridinger, Loren and James Ridinger sued their attorneys for malpractice after the Internal Revenue Service assessed a deficiency of in excess of $3.2 million based on their charitable donation of a yacht. The couple allege they planned to sell or donate a yacht owned by a company they controlled. In 2016, in furtherance of that plan, they obtained an appraisal that valued the yacht at $4.93 million. They also identified a potential charity to benefit from the donation. They discussed their plans, and the appraisal obtained, with their attorneys. Following the advice of counsel, plaintiffs allege:

  • They were persuaded to donate the yacht to a different charity (Veterans Inc.) that was represented by the same law firm.

  • They were informed that a deduction premised on the appraised value would be reduced if the yacht were sold by the charity for a lesser amount within three years of the donation, but their attorneys told them they had a way to avoid that from occurring.

  • Because of the attorneys’ relationship with Veterans Inc., plaintiffs were told the attorneys could arrange for the charity to immediately sell the yacht for the appraised value. The attorneys disclosed that an entity in which the attorneys personally held an interest (RR Skye) would be the purchaser.

  • They were assured that a sale to RR Skye for the appraised value would avoid a reduction in the amount allowed as a deduction and the risks that could result from a donation to their chosen charity if that charity sold the yacht for less than the appraised value.

  • Based on counsel’s representation that a donation to Veterans Inc. would eliminate uncertainties regarding the value of the donation, the Ridingers donated the yacht to Veterans Inc. and claimed a charitable deduction premised on the yacht’s appraised value on their 2016 income tax returns.

  • Veterans Inc. sold the yacht for its appraised value to RR Skye, but rather than receiving cash, Veterans Inc. received promissory notes for the purchase price. Following that sale, the notes were discounted by 10% and assigned to a different entity owned by the attorneys. Veterans Inc. never received any funds for its sale of the yacht.

  • In 2017, RR Skye sold the yacht to a third party for $1.3 million.

  • On audit, the IRS assessed a deficiency of in excess of $3.2 million and asserted fraud and accuracy related penalties in excess of $1.4 million relating to the yacht’s donation.

Lessons Learned

Without regard to the veracity or validity of the claims brought by the Ridingers, it’s generally advisable to:

  • Never guarantee a result;

  • Advise clients that all planning techniques carry risks;

  • Advise the client to ascertain, when the client wishes to donate personal property valued in excess of $500, whether the charity is willing to accept the donation and determine whether that charity will actually use the item for some period or sell the item in short order; and,

  • When the attorney has an interest in the outcome of a transaction or represents more than one client to the transaction, to inform each client, in writing, of those relationships as well as of the potential risks, the advisability of obtaining independent advice of counsel, and obtain written consent to the essential terms of the transaction and the lawyer’s role in the transaction.

About the Authors

Sandra D. Glazier

Equity Shareholder, Lipson Neilson P.C.

Sandra Glazier is an equity shareholder in Lipson Neilson P.C., in its Bloomfield Hills, Michigan office. Lipson Neilson has offices in Michigan, Nevada and Arizona.

 

Martin M. Shenkman

www.shenkmanlaw.com

www.laweasy.com

Martin M. Shenkman, CPA, MBA, PFS, AEP (distinguished), JD, is an attorney in private practice in Fort Lee, New Jersey and New York City. His practice concentrates on estate and tax planning, planning for closely held businesses, estate administration.  


A widely quoted expert on tax matters, Mr. Shenkman is a regular source for numerous financial and business publications, including The Wall Street Journal, Fortune, Money, The New York Times, and others. He has appeared as a tax expert on numerous public and cable television shows including The Today Show, CNN, NBC Evening News, CNBC, MSNBC, CNN-FN, and others. He is a frequent guest on radio talk shows throughout the country and has a regular weekly radio show on Money Matters Financial Network.

Mr. Shenkman is a prolific author, having published 42 books and more than 1,000 articles.

Mr. Shenkman is an editorial board member of CCH (Wolter’s Kluwer) Co-Chair of Professional Advisory Board, CPA Journal, and the Matrimonial Strategist. He has previously served on the editorial board of many other tax, estate and real estate publications.

Mr. Shenkman has received numerous awards, including: The 1994 Probate and Property Excellence in Writing Award; The Alfred C. Clapp Award presented in 2007 by the New Jersey Bar Association and the Institute for Continuing Legal Education for excellence in continuing legal education; Worth Magazine’s Top 100 Attorneys (2008); CPA Magazine Top 50 IRS Tax Practitioners (April/May 2008); The “Editors Choice Award” in 2008 from Practical Estate Planning Magazine for his article “Estate Planning for Clients with Parkinson’s;”  The 2008 “The Best Articles Published by the ABA” award for his article “Integrating Religious Considerations into Estate and Real Estate Planning;” New Jersey Super Lawyers, (2010-16); 2012 recipient of the AICPA Sidney Kess Award for Excellence in Continuing Education for CPAs; 2013 Accredited Estate Planners (Distinguished) award from the National Association of Estate Planning Counsels; Financial Planning Magazine 2012 Pro-Bono Financial Planner of the Year for efforts on behalf of those living with chronic illness and disability;

Mr. Shenkman's book, Estate Planning for People with a Chronic Condition or Disability, was nominated for the 2009 Foreword Magazine Book of the Year Award. He was named the lead of Investment Adviser Magazine's “all-star lineup of tax experts” on its April 2013 cover. On June 2015, he delivered the Hess Memorial Lecture for the New York City Bar Association.

Mr. Shenkman is active in many charitable and community causes and organizations. He founded ChronicIllnessPlanning.org which educates professional advisers on planning for clients with chronic illness and disability and which has been the subject of more than a score of articles. He has written books for the Michael J. Fox Foundation for Parkinson’s Research, the National Multiple Sclerosis Society and the COPD Foundation. He has also presented more than 60 lectures around the country on this topic for professional organizations, charities and others. More than 50 of the articles he has published have addressed planning for those facing the challenges of chronic illness and disability. Additionally, he is a member of the American Brain Foundation Board, Strategic Planning Committee, and Investment Committee.

Mr. Shenkman received his Bachelor of Science degree from Wharton School, with a concentration in accounting and economics. He received a Masters degree in Business Administration from the University of Michigan, with a concentration in tax and finance. He received his law degree from Fordham University School of Law, and is admitted to the bar in New York, New Jersey and Washington, D.C. He is a Certified Public Accountant in New Jersey, Michigan and New York. He is a registered Investment Adviser in New York and New Jersey.