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8/2/2019 Are You Overlooking Your Clients Illiquid Assets- CFA Institute Magazine
1/2
PRIVATE WEALTH M A N A G E M E N T
2011 CFA INSTITUTE 1
BYTHOMASBOCZAR, CFA, ANDELIZABETHOSTRANDER
Comprehensive Wealth Management:Are You Overlooking Your Clients Illiquid Assets?
Advisors must address their clients their illiquid and concentrated assets to provide
holistic service. In doing so, financial advisors can help their clients compare the risk/
reward of continuing to own their businesses or real estate versus monetizing and
diversifying into other asset classes.
o offer truly holistic wealth management, financial
advisers must address not only their clients liquid,investable assets but also their illiquid, concen-
trated assets. After all, most of the wealth in the United
States is in the form of privately held businesses and
commercial real estate, yet most advisers are not involved
in their clients decision making regarding these asset
classes. Clients typically work separately with a local
investment banker or real estate broker who is unaware
of the clients personal, long-term, wealth-planning
goals. Naturally, this arrangement can result in decisions
and transactions that impede, rather than fulfill, the
clients financial objectives. By proactively addressing
clients illiquid assets, advisers can help their clients com-
pare the risks and rewards of continuing to own their
businesses and real estate versus monetizing and diversi-
fying into other asset classes.
Investors can use a wide range of tools and tech-
niques to monetize their private business equity and real
estate investments tax-efficiently in order to manage con-
centration risk. Although the financial tools and the tax
road map differ depending on the asset class, the mission
remains the same:
Reduce the risk associated with having wealth con-
centrated in one asset Generate liquidity (cash) in order to diversify into
other asset classes
Achieve optimal tax efficiency
In this article, we consider (for owners of commer-
cial real estate) an outright sale, a 1031 exchange, anddonor-advised funds and (for business owners) leveraged
recapitalizations.
COMMERCIAL REAL ESTATE
Clients of wealth managers often own a significant
amount of commercial real estate, perhaps as part of a
privately held business or as a stand-alone investment.
Typically, it has been owned for a long time, has appreci-
ated significantly in value from its original purchase price,
and has a low cost basis for tax purposes. And yet, real
estate owners are increasingly interested in diversifying
into other asset classes, especially in the aftermath of therecent financial crisis.
Given the historically low capital gains tax rate and
depreciated property values, some property owners have
decided to sell their properties outright. Depending on the
property s acquisition date and how much depreciation has
been deducted for tax purposes, however, a significant
portion of the gain from the sale of the property could be
treated as ordinary income (depreciation recapture) and
subject to both federal and state income tax.
A monetizing tax-free 1031 exchange can be a more
tax-efficient approach. The investor sells her property,
invests the sales proceeds in an income-producing
replacement property of approximately the same value,
and leases it (via a long-term, triple-net lease) to a large
corporation with an investment-grade credit rating. This
T
8/2/2019 Are You Overlooking Your Clients Illiquid Assets- CFA Institute Magazine
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triple-net-leased property generates a bondlike income
stream. The investor can then access the capital markets
to borrow approximately 90 percent of the propertys value
on a nonrecourse basis. Economically, its as if the investor
has purchased a put struck at 90 percent of the value of the
property and the put has been 100 percent monetized.
Because the income from the lease is used to service thedebt, this form of borrowing is very inexpensive. And the
investor receives 100 percent of the appreciation of the
property. From a tax perspective, this strategy enables the
investor to defer the capital gains tax (the replacement
property has the same basis as the property that was sold).
If the property is held until death, the capital gains tax is
eliminated because the investors tax basis in the property
will be stepped up to fair market value.
A donor-advised fund (DAF) can be an attractive
exit strategy for charitably inclined real estate investors
who believe that the growth prospects for such asset
classes as publicly traded equity securities are more attrac-
tive than those for their property. From a tax perspective,
this strategy allows for a realization event (the property is
ultimately sold) that is also a nonrecognition event (no
taxable event is triggered by the sale). The strategy also
permits real estate to be sold tax free, with 100 percent of
the sales proceeds invested in publicly traded securities
within the DAF, where the proceeds can grow tax free for
years. A significant additional advantage is that the inves-
tor qualifies for an immediate charitable contribution
deduction (worth 35 percent at todays top marginal tax
rate) that can be carried forward for five years, regardlessof when the actual grant is made, which may be years after
the contribution of the real estate to the DAF. Moreover,
the donor, unlike private foundations, is not required to
make a minimum annual grant. Many DAFs allow the
donor to authorize his investment adviser to oversee the
funds in the account, and some DAFs even allow the
securities to be custodied wherever the donor prefers.
PRIVATELY OWNED BUSINESSES
Monetizing ones business is a tremendously significant
and emotionally trying event. Most owners have spent
their adult lives building their businesses and have a verydifficult time exiting. Few owners, however, are aware of
the many available monetization strategies.
A leveraged recapitalization (recap) is a timely strat-
egy that is particularly attractive to middle-market busi-
ness owners who are interested in both reducing the risk
of their wealth concentration and generating liquidity but
who are not yet ready to exit entirely. A leveraged recap
is a retooling of a companys balance sheet, usually accom-
plished through a partnership with a private equity (PE)
firm. The PE firm generally invests equity and provides
or arranges debt with senior and mezzanine lenders. The
owner swaps her stock for cash and part of the freshlycapitalized entity, which allows her to monetize a large
portion of her business equity (up to 80 percent) and
retain significant upside potential. The owner does relin-
quish overall control of the company but maintains day-
to-day responsibility for operations and keeps her title,
salary, benefits, and reputation in the community as a
successful entrepreneur. The owner can capitalize on the
historically low capital gains tax rate and get a second
bite at the apple in three to five years, when the PE firm
and the owner can execute another monetization event
(IPO, sale to another buyer, or another recap). Further-
more, backed by a resource-laden PE firm, the owner can
watch her business thrive and need no longer personally
guarantee bank debt.
Many PE firms have unused committed capital that
they raised in 20062008, and little time remains before
they must either invest the committed capital or return it
to their investors. Although the credit markets have
improved, they still cannot support the huge deals that
many firms had become accustomed to. As a result, PE
firms are increasingly investing in middle-market com-
panies and the recap has become their vehicle of choice.
WIN-WIN
For financial advisers to act solely as investment managers
is no longer sufficient. Rather, advisers must manage their
clients overall balance sheets, including both their assets
and their liabilities. By proactively addressing the com-
mercial real estate and private business equity that their
clients own, advisers can enhance the value proposition
for their clients, position themselves to capture the pro-
ceeds of their clients liquidity events, and extend the
longevity of their client relationships.
Thomas Boczar, CFA, is CEO and Elizabeth Ostrander is Directorof Business Development at Intelligent Edge Advisors, an invest-
ment banking and real estate advisory firm in New York City that
works exclusively with financial advisers to plan, structure, and
execute liquidity events on behalf of their clients who own busi-
nesses, commercial real estate, and concentrated positions in
publicly traded securities.