Back in my younger years in the practice of tax law, I heard
something like an aphorism or at least a pithy statement meant to suggest some
truth that the difference between a doctor and a lawyer cheating on their
taxes is that the doctor will file a false return underreporting tax liability (a
felony) whereas the lawyer will file no return (generally a misdemeanor). While there may be some truth in the
statement, there is probably not as much truth as those acting on it by failing
to file would like to hope.
I was reminded of that statement in today’s opinion in
Ernest S. Ryder & Associates, Inc., APLC. v. Commissioner, T.C. Memo.
2021-88, here. The opinion. 191 pages long and with a
table of contents to help one navigate the opinion, is written by Judge Holmes who
weighs in with his usual gusto in writing.
Here is the opening (Slip Op. pp. 4-5,
footnotes omitted):
Ryder & Associates, Inc., APLC (R&A), marketed six tax-reduction
strategies that produced over $31 million in revenue between 2003 and 2011. The
firm’s fixed costs were low, and its out-of-pocket expenses not very large. Yet
year after year it paid no income tax. Its revenue flowed instead into 560
accounts and into Ryder Law Corporation, a related S corporation. It flowed into more than 1,100 ESOPs, other
S corporations, LLCs, and other passthroughs. It flowed into ranches in Arizona, and it flowed into other
ranches in New Mexico. And then it mostly seemed to pool in places where it
would benefit Ernest S. Ryder and his wife Patricia, who received more than $15
million in distributions between 2002 and 2011 but paid only $31,000 in income
tax during the years at issue.
The lead petitioner is a corporation, but the case is consolidated with other cases. The principal actor in the drama, Ryder, was an accomplished tax lawyer, with an LLM from NYU Law School. His entry into the law practice in the 1970s was particularly auspicious as noted by Judge Holmes (Slip Op. pp. 6-7):
His timing was fortunate--he was at
the stem-cell stage of his career the year that Congress enacted the Employee
Retirement Income Security Act of 1974 (ERISA). When there’s an avulsive change
in the law like ERISA, young lawyers can develop valuable expertise in an
environment uncluttered with more senior competitors.
Knowledgeable associates in a
fast-growing field are a hot commodity, and in 1975 Ryder was hired away by
Harrigan, Ruff & Osborne to help that firm’s clients get their retirement plans
qualified under the new law. “[T]hat’s when my career really took a turn,”
Ryder explained, and he was well on his way to becoming an expert in qualified
retirement plans.
Judge Holmes recounts Ryder's trajectory thereafter to include
(Split Op. 8 & 9, footnotes omitted):
The aggressiveness of Ryder’s
tax-reduction strategies seems to have caused some tension with his partners at
Ruff Ryder, and he was asked to leave the firm sometime in 1995. Ruff Ryder’s
entire pension department and its profit-sharing clients left with him. With
ample experience and a fully staffed pension practice, Ryder decided to open up
his own firm in early 1996. And here begins the Ryders’ tax problems. R&A
is a professional law corporation and has always been taxed as a C corporation.
Ryder has owned 100%, and has acted as president, of R&A since its
creation. We find that Ryder also provided 100% of his legal services to
clients through R&A during the years at issue.
Despite its success and longevity,
R&A reported zero taxable income from 2002 through 2011. The Ryders also
reported minimal taxable income on their individual returns for those years.
I can't help but point out the catchy firm name "Ruff Ryder."