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Wealth Planning After the New Tax Law – Part 1Wealth Planning After the New Tax Law – Part 1

How to employ ESBTs as part of an overall wealth transfer strategy.

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tax reform
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Electing Small Business Trusts

While limited liability companies taxed as partnerships have been the default choice of entity for most businesses for decades, there remain millions of S corporations owned by individuals. Thus, estate planning frequently (and in the view of the authors, almost always) results in assets, including S corp shares, being held in trust. Nevertheless, only certain specific types of trusts may hold S corp stock long term: grantor trusts with respect to individual U.S. taxpayers (which may be used less frequently after the Tax Cuts and Jobs Act); qualified subchapter S trusts; and electing small business trusts, or ESBTs, according to Internal Revenue Code Section 1361(c)(2)(A). In addition, some, but not all, tax-exempt entities may be shareholders of S corps.

Practitioners should become familiar with the intricate planning opportunities afforded under the Act to determine how and whether to employ ESBTs as part of an overall wealth transfer strategy. The Act raises the following important considerations:

  • Lowered maximum individual tax rates to 37 percent.

  • Possible application of the pass-through deduction for qualified business income.

  • Considerations of possibly forfeiting S corp status to take advantage of the lower 21 percent corporate tax rates.

  • New bonus depreciation and larger IRC Section 179 expensing deductions that may flow through to the S shareholders, including an ESBT.

  • Limitations on the deductibility of state and local taxes by individuals and trusts, which may prompt the review of the situs of some ESBTs and the possible move to a state with lower tax burdens.

Unlike many of the provisions set forth in the Act, the changes relating to the ESBT are made permanent. 

ESBT Taxation Post-Act

The portion of a trust owning stock of an S corp with a valid ESBT election is treated as a separate trust, while the other assets are treated as though held by a separate trust, which could be treated as a simple or complex for income tax purposes. The ESBT is generally taxed on its share of the S corp’s income at the highest rate of tax imposed on individual taxpayers. The Act has reduced that maximum rate to 37 percent, although the net investment income tax of 3.8 percent under Act Section 1411 may also apply. In addition, if the new pass-through deduction rules under Act Section 199A apply, the S corp income may be eligible for an additional deduction of up to 20 percent, thereby lowering the effective rate.  

Though distributions from a complex or simple trust would ordinarily pull out income to the recipient beneficiary, an ESBT’s net income (whether distributed by the ESBT or not) isn’t taxed to the beneficiaries of the ESBT. A beneficiary of a trust with an ESBT portion would only be taxed on the distributable net income under IRC Section 643(a) from the non-ESTB portion of the trust, if any.

ESBT Beneficiaries

Generally, the eligible beneficiaries of an ESBT include individuals, estates and certain charitable organizations eligible to hold S corp stock directly. A nonresident alien individual may not be a shareholder of an S corp and may not be a potential current beneficiary of an ESBT. The Act expands the list of permissible beneficiaries of an ESBT to allow a nonresident alien individual to be a potential current beneficiary of an ESBT. A nonresident alien still isn’t an eligible shareholder of an S corp. 

Planning consideration: If steps had been taken to exclude a nonresident alien from inadvertently becoming a beneficiary of an ESBT, this may now be reversed to permit such participation.  

Charitable Contribution Deduction for ESBT

An S corp reports to each shareholder its pro rata shares of certain separately stated items of income, loss, deduction and credit. For this purpose, charitable contributions (as defined in IRC Section 170(c)) of an S corp are separately stated. The deductibility of a charitable contribution passing through from an S corp depends on the shareholder. 

Planning point: An S corp may only make deductible contributions if the governing instruments of the S corp permits the Board of Directors to make charitable gifts. 

Under prior law, the deduction for charitable contributions applicable to trusts, rather than the deduction applicable to individuals, had applied to ESBTs. Generally, a trust is allowed a charitable contribution deduction without limitation for amounts of gross income that are paid for a charitable purpose, pursuant to the terms of the governing instrument. No carryover of excess contributions is allowed.

The Act changes the charitable contribution deduction of an ESBT and provides that the rules under IRC Section 170 applicable to individuals should control the deductibility of charitable contributions attributable to the ESBT. Thus, the percentage of contribution base limitations and carry-forward provisions applicable to individuals apply to charitable contributions deemed made by the portion of an ESBT holding S corp stock.  Further, the ESBT should be able to deduct the fair market value of long-term capital gain property gifted in-kind to charity, subject to applicable percentage limitations. The substantiation rules of IRC Section 170 would seem to apply, although those rules don’t generally apply to trusts.

About the Authors

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.

Jonathan G. Blattmachr

Principal, ILS Management, LLC

 

Mr. Blattmachr is a Principal in ILS Management, LLC and a retired member of Milbank Tweed Hadley & McCloy LLP in New York, NY and of the Alaska, California and New York Bars. He is recognized as one of the most creative trusts and estates lawyers in the country and is listed in The Best Lawyers in America. He has written and lectured extensively on estate and trust taxation and charitable giving.

Mr. Blattmachr graduated from Columbia University School of Law cum laude, where he was recognized as a Harlan Fiske Stone Scholar, and received his A.B. degree from Bucknell University, majoring in mathematics. He has served as a lecturer-in-law of the Columbia University School of Law and is an Adjunct Professor of Law at New York University Law School in its Masters in Tax Program (LLM). He is a former chairperson of the Trusts & Estates Law Section of the New York State Bar Association and of several committees of the American Bar Association. Mr. Blattmachr is a Fellow and a former Regent of the American College of Trust and Estate Counsel and past chair of its Estate and Gift Tax Committee. He is author or co-author of five books and more than 400 articles on estate planning and tax topics.

Among professional activities, which are too numerous to list, Mr. Blattmachr has served as an Advisor on The American Law Institute, Restatement of the Law, Trusts 3rd; and as a Fellow of The New York Bar Foundation and a member of the American Bar Foundation.

Joy Matak

Tax Director, CohnReznick

Joy Matak, JD, LLM is a Partner at Sax and Leader of the firm’s Trust and Estate Practice. She has more than 20 years of diversified experience as a wealth transfer strategist with an extensive background in recommending and implementing advantageous tax strategies for multi-generational wealth families, owners of closely-held businesses, and high-net-worth individuals including complex trust and estate planning.

Joy provides clients with wealth transfer strategy planning to accomplish estate and business succession goals. She also performs tax compliance including gift tax, estate tax, and income tax returns for trusts and estates as well as consulting services related to generation skipping including transfer tax planning, asset protection, life insurance structuring, and post-mortem planning.

Joy presents at numerous events on topics relevant to wealth transfer strategists including engagements for the ABA Real Property, Trust and Estate Law Section; Wealth Management Magazine; the Estate Planning Council of Northern New Jersey; and the Society of Financial Service Professionals. Joy has authored and co-authored articles for the Tax Management Estates, Gifts and Trusts (BNA) Journal; Leimberg Information Services, Inc. (LISI); and Estate Planning Review The CCH Journal, among others, on a variety of topics including wealth transfer strategies, income taxation of trusts and estates, and business succession planning. Joy recently co-authored a book on the new tax reform law entitled Estate Planning: Estate, Tax and Other Planning after the Tax Cuts and Jobs Act of 2017.

F. Ladson Boyle

F. Ladson Boyle is a Charles E. Simons, Jr. Distinguished Professor Emeritus of Federal Law at the University of South Carolina School of Law. Professor Boyle specializes in taxation and estate planning. He practiced law for seven years before joining the USC Law faculty in 1982. Professor Boyle co-edits the Probate Practice Reporter and is co-author of Blattmachr on Income Taxation of Estates and Trusts and Federal Taxation of Estates, Trusts, and Gifts.