A real estate investment trust, or REIT, can be a riddle for real estate fund sponsors seeking to scale beyond the “friends and family” investment stage. Some sponsors see the REIT as the “next stage” of the fund’s growth style – almost like a rite of passage to becoming a large-cap fund. Sometimes the sponsor is right, and a REIT really is the best fit for the sponsor’s needs. Many times, however, what the sponsor actually wants is not a REIT, but rather a better vehicle for accepting institutional capital. This determination often has nothing to do with tax. For example, a sponsor may be seeking an “open-ended” or “evergreen” fund to grow and maintain an existing portfolio of stabilized assets or a closed-end fund to raise capital more efficiently for development activities. A REIT may be helpful in attracting investment funds to achieve those goals, but a REIT is not necessary for achieving those goals. In many situations, a REIT may serve as little more than a cost burden and compliance headache. For this reason, a sponsor needs to know when to consider a REIT and when to avoid it. This article considers this matter at a basic level.

A REIT is merely a tax classification that allows an entity that would otherwise be taxed as a corporation to avoid “double taxation” and achieve tax treatment similar to – but in some important ways, different than – a tax partnership. Instead of passing through all items of gain, loss, deduction, and credit to its partners to avoid double taxation, a REIT avoids double taxation via a “dividend paid deduction.” The dividend paid deduction reduces the REIT’s taxable income dollar-for-dollar based on the amount of dividends paid — or deemed paid — to its shareholders in a given taxable year. Thus, a REIT may avoid corporate income taxation entirely — and most REITs do — by distributing an amount equal to 100% of the REIT’s taxable income each year to its shareholders as dividends. Shareholders, in turn, pay tax on REIT dividends received at tax rates that correspond to the underlying nature of the income generating the cash for the dividend. For example, dividends funded by cash from operations, such as rental income – and other sources that would be taxable at ordinary rates if earned directly by an individual – are taxed at ordinary income rates, and dividends funded by cash from the sale of business or investment assets held by the REIT for more than one year generally are taxed at capital gains rates. By encouraging the passing through of all cash received as dividends, Congress envisioned the REIT as serving as a sort of “mutual fund for real estate,” whereby non-institutional and institutional investors could invest in a pool of real estate assets held by a passive investment vehicle. Over the years, the once strict REIT rules have been relaxed, and certain tax benefits have arisen that have expanded the usefulness of REITs beyond that initial vision.

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Photo of Richard E. Aderman Richard E. Aderman

Rick focuses his attention on analyzing the tax consequences of complex business transactions, including corporate mergers and acquisitions, partnership transactions, trusts, and public and private debt and equity offerings. Rick has special expertise in the tax aspects of LLCs, partnerships, REITs, private investment

Rick focuses his attention on analyzing the tax consequences of complex business transactions, including corporate mergers and acquisitions, partnership transactions, trusts, and public and private debt and equity offerings. Rick has special expertise in the tax aspects of LLCs, partnerships, REITs, private investment funds, employee benefits, and executive compensation. He also advises clients regarding tax and non-tax business structuring issues arising in the course of operations and in connection with transactions.

Rick has structured complex business and commercial transactions, with respect to both tax and corporate issues, including acquisitions, dispositions, joint ventures, private equity investments, real estate syndications, gaming-industry transactions, and other private and public offerings. He also has designed complex executive compensation award arrangements and succession plans.

Rick received his B.A. from Wesleyan University and was a member of Phi Beta Kappa. He earned his J.D., with high honors, from the University of Chicago Law School where he was a member of the University of Chicago Law Review and Order of the Coif.  He also has been recognized in The Best Lawyers in America for Tax Law since 2018.

Photo of Dave J. Bartoletti Dave J. Bartoletti

Dave draws on his experience as a deal lawyer and former Big Four accountant to advise companies, business owners, and investors on business and tax matters arising during key events in the life cycle of a business, including formation, joint ventures, capital raising…

Dave draws on his experience as a deal lawyer and former Big Four accountant to advise companies, business owners, and investors on business and tax matters arising during key events in the life cycle of a business, including formation, joint ventures, capital raising transactions, and mergers and acquisitions.

Mergers, Acquisitions, and Restructurings

Dave advises companies and investors in the acquisition, sale, and restructuring of businesses. His deal experience includes representation of strategic buyers, family-owned businesses, and publicly traded clients across industries and capitalization in connection with the purchase (and sale) process. Dave has also advised private companies undertaking recapitalization transactions in order to adapt to changing market conditions, obtain new sources of financing, facilitate future purchases or sales business lines, and to better structure employee equity incentives.

In addition to representing clients who are parties to mergers and acquisitions transactions, Dave frequently assists underwriters in identifying and assessing risk in transactions in which the buyer or seller is seeking transaction insurance such as representations and warranties insurance and tax insurance policies.

Transactional Tax

Dave assists for-profit and tax-exempt entities and individuals across industries to ensure new businesses, ventures, acquisitions, and capital raising activities can achieve their business goals in the most tax efficient manner available. Representative transactions include serving as tax counsel for private funds, their sponsors, and investors in fund formation, structuring and wind-down transactions, and serving as tax counsel for strategic buyers and family-owned sellers undertaking tax-driven transactions such as tax-free reorganizations, spin-offs, investments in qualified small business stock and structuring deals to obtain qualified opportunity zone tax benefits. Dave advises private funds, multinational corporations, strategic buyers, and publicly traded clients in forming, maintaining, buying and selling, and investing in real estate investment trusts (REITs).