Michael Shaut v. CIR - Tax Court Appeal
Summary
The Sixth Circuit Court of Appeals affirmed a Tax Court decision sustaining an income tax deficiency determination against Michael Shaut. The case involved deductions claimed for business expenses, theft loss, and net operating losses related to the fallout from the fraud prosecution of Downing Investment Partners' officers.
What changed
The Sixth Circuit Court of Appeals has affirmed the Tax Court's decision in Michael Shaut v. CIR (Docket No. 25-1568), upholding the Commissioner of Internal Revenue's determination of an income tax deficiency for the 2019 tax year. The appeal concerned deductions claimed by Shaut for business expenses, theft loss, and net operating losses, which he argued stemmed from the fallout of fraud prosecutions against officers of Downing Investment Partners, a company he was involved with. The Tax Court had previously found that Shaut's proffered evidence did not fully substantiate his claimed investment and losses.
This non-precedential opinion means the ruling does not set a binding precedent for future cases but affirms the lower court's findings. For regulated entities, particularly those in the financial and legal sectors, this case underscores the importance of meticulous record-keeping and substantiation for all claimed business expenses and losses, especially when they are linked to external events or the actions of associated entities. While this is a specific taxpayer appeal, it reinforces the IRS's scrutiny of such deductions and the Tax Court's reliance on documented evidence.
What to do next
- Review documentation for business expense and loss deductions.
- Ensure all claimed deductions are adequately substantiated with financial records.
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March 12, 2026 Get Citation Alerts Download PDF Add Note
Michael Shaut v. CIR
Court of Appeals for the Sixth Circuit
- Citations: None known
- Docket Number: 25-1568
- Precedential Status: Non-Precedential
- Panel: Eric L. Clay, Ransey Guy Cole Jr., Eric Earl Murphy
Judges: R. Guy Cole, Jr.; Eric L. Clay; Eric E. Murphy
Combined Opinion
NOT RECOMMENDED FOR PUBLICATION
File Name: 26a0133n.06
Case No. 25-1568
UNITED STATES COURT OF APPEALS
FOR THE SIXTH CIRCUIT
FILED
Mar 12, 2026
) KELLY L. STEPHENS, Clerk
MICHAEL H. SHAUT,
)
Petitioner-Appellant, )
) ON APPEAL FROM THE
v. ) UNITED STATES TAX COURT
)
COMMISSIONER OF INTERNAL REVENUE, )
Respondent-Appellee. )
) OPINION
)
Before: COLE, CLAY, and MURPHY, Circuit Judges.
COLE, Circuit Judge. For some time, Michael Shaut led Downing Investment Partners.
Following an investigation, the government criminally prosecuted several Downing principal
officers for fraud in 2019. In Shaut’s tax return for that year, he claimed deductions for business
expenses, theft loss, and net operating losses that he primarily incurred as a result of the fallout.
The IRS examined Shaut’s tax return and determined an income tax deficiency. Shaut filed a
petition with the tax court, and after a trial, the tax court agreed with the IRS. Shaut appeals the
tax court’s decision sustaining his deficiency determination. For the following reasons, we affirm.
I.
Shaut is an attorney and entrepreneur. Previously, he started and sold a student-loan
company and later founded Carbon Vision, a solar energy company. In 2014, Shaut learned about
Downing, which was developing patent-pending medical software. After meeting with David
Wagner, a founding principal of the partnership, he joined Downing as its president.
Case No. 25-1568, Shaut v. CIR
As part of his employment offer, Shaut initially agreed to invest $500,000 in the
partnership. Shaut produced bank records substantiating $250,000 of that investment. In October
2014, given funding difficulties, Shaut stopped taking a salary from Downing and agreed to secure
additional investors for the partnership. Shortly thereafter, Shaut significantly stepped back from
the day-to-day operations of the company. He ceased being an officer and took on a role more
akin to managing director. Shaut claims to have made additional loans to Downing between
August 2015 and October 2016 that, together with his 2014 initial investment, totaled $794,000.
Shaut proffered evidence supporting a total investment of $508,500.
In 2016, Shaut realized Downing’s business ventures were stagnating and he began to
distrust Wagner. Shaut eventually learned about CliniFlow Technologies, a new entity into which
Wagner and fellow Downing principal Marc Lawrence were improperly funneling resources.
Beginning in 2016, Downing’s activities led to substantial litigation. For his part, Shaut was
named in 17 lawsuits. One arbitration resulted in a $2.5 million liability for Shaut and other
Downing officers.
Additionally, the government launched a criminal investigation into Downing and some of
its officers. The government charged Wagner for “his direction of a Ponzi-like investment scheme
that resulted in the loss of approximately $10 million and harmed approximately 40 investors.”
Wagner v. United States, Nos. 19-CR-0437, 22-CV-0360, 2023 WL 2330690, *1 (S.D.N.Y. March
2, 2023). Wagner eventually pleaded guilty to two counts of securities fraud and one count of wire
fraud. Id. Lawrence was similarly charged and pleaded guilty to three separate charges. United
States v. Lawrence, No. 19-CR-0437, 2022 WL 4000904, at *1 (S.D.N.Y. Sep. 1, 2022). The
government did not pursue charges against Shaut, who returned to the practice of law.
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Case No. 25-1568, Shaut v. CIR
Shaut timely filed his 2019 income tax return, claiming deductions for a $720,000 long-
term capital loss for his shares in Downing and a $570,806 carryover loss from his law practice.
The IRS disallowed both losses. In 2022, the IRS notified Shaut of a deficiency of $38,149 for
the 2019 tax year. Shaut then submitted an amended filing, along with a letter from his accountant.
In this filing, Shaut claimed deductions for a $720,000 theft loss for his investments in Downing
and a $570,806 carryover loss, now from Carbon Vision. His accountant’s letter stated that Shaut
incurred approximately $600,000 in legal expenses to defend his Downing investments, but these
expenses were not included on Shaut’s return.
Shaut timely petitioned the Tax Court on July 19, 2022. Prior to trial, the IRS conceded
that its original deficiency determination was incorrect. In April 2024, the tax court held a two-
day trial limited to whether Shaut could claim certain deductions. During trial, the court initially
admitted for impeachment purposes the government’s proffered exhibit of an arbitration opinion
that established a $2.5 million judgment against Shaut. But the court ultimately excluded the
evidence as improper and stated that it did not consider any testimony related to it. Following
trial, the tax court concluded that Shaut failed to provide sufficient evidence to claim deductions
for ordinary and necessary business expenses, theft or casualty loss, and net operating loss
carryover. After the parties submitted computations for the entry of decision, the tax court issued
an order and decision determining that Shaut owed $3,548 for the 2019 tax year. Shaut timely
appealed.
II.
We have jurisdiction to review tax court decisions pursuant to 26 U.S.C. § 7482 (a). See
Oquendo v. Comm’r, 148 F.4th 820, 827 (6th Cir. 2025). We review the tax court’s legal
conclusions de novo and its factual findings for clear error. Id. Under the clear error standard, we
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Case No. 25-1568, Shaut v. CIR
defer to the tax court’s factual findings and the inferences drawn from those findings. Indmar
Prods. Co. v. Comm’r, 444 F.3d 771, 777 (6th Cir. 2006). “Moreover, we afford even greater
discretion to any credibility determinations made by the [t]ax [c]ourt.” Id. at 778.
Shaut argues that the tax court erred by disallowing his deductions of business expenses
for legal fees, theft loss for investments in Downing, and net operating loss carryover. He also
contends that the tax court abused its discretion by admitting and considering inadmissible hearsay.
We address each argument in turn.
III.
We first consider whether Shaut was entitled to claim certain deductions for the 2019 tax
year. We generally presume IRS deficiency determinations are accurate. See Indmar Prods. Co.,
444 F.3d at 776. Accordingly, a taxpayer bears the burden of clearly showing a right to a claimed
deduction. McGowan v. United States, 143 F.4th 686, 701 (6th Cir. 2025) (quoting INDOPCO,
Inc. v. Comm’r, 503 U.S. 79, 84 (1992)). But if a taxpayer introduces credible evidence as to any
factual issue relevant to the claimed deduction, the burden of proof shifts to the government. See
id. at 696.
The tax court may disregard self-serving testimony that lacks credibility or is “improbable,
unreasonable[,] or questionable.” Conti v. Comm’r, 39 F.3d 658, 664 (6th Cir. 1994) (quotation
omitted); see also Davis v. Comm’r, 866 F.2d 852, 859 (6th Cir. 1989). Shaut claims deductions
for ordinary and necessary business expenses under 26 U.S.C. § 162 for legal fees; theft loss under
§ 165 for his investments in Downing; and net operating loss carryover under § 172 for previously
unused losses.
For the following reasons, we affirm the tax court’s determination that Shaut was not
entitled to any of these claimed deductions.
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Case No. 25-1568, Shaut v. CIR
A.
First, Shaut argues that the tax court erred in its determination that he could not deduct
legal expenses related to the Downing litigation as necessary and ordinary business expenses under
26 U.S.C. § 162 (a). Section 162 permits a taxpayer to deduct “all the ordinary and necessary
expenses paid or incurred during the taxable year in carrying on any trade or business.” 26 U.S.C.
§ 162 (a). To deduct an expense under § 162(a), there must be a trade or business. Dargie v. United
States, 742 F.3d 243, 245 (6th Cir. 2014). And the claimed expense must be (1) “ordinary;” (2)
“necessary;” (3) “paid or incurred by the taxpayer in the taxable year;” and (4) “arise in connection
with or proximately result from that trade or business.” Id. (quotation omitted).
Whether a trade or business exists “requires an examination of the facts in each case.”
Comm’r v. Groetzinger, 480 U.S. 23, 36 (1987) (quoting Higgins v. Comm’r, 312 U.S. 212, 217
(1941)). “[A] shareholder ordinarily may not deduct expenses he has incurred on behalf of a
corporation. ‘When the only return is that of an investor, the taxpayer has not satisfied his burden
of demonstrating that he is engaged in a trade or business.’” Dietrick v. Comm’r, 881 F.2d 336,
338–39 (6th Cir. 1989) (quoting Whipple v. Comm’r, 373 U.S. 193, 202 (1963)). When a taxpayer
is an investor and a business-owner, he must take care to distinguish between losses arising from
his investments, which are not deductible, and those arising from his business, which are
deductible. Whipple, 373 U.S. at 202.
Shaut failed to meet his burden to establish his right to claim a business expense deduction
for his legal expenses. For starters, the tax court found that Shaut’s legal invoices pertained to
years other than 2019. The record supports this conclusion: most legal fees Shaut claimed were
incurred or paid prior to the 2019 tax year. Accordingly, Shaut has not demonstrated that most
claimed expenses were “paid or incurred . . . in the taxable year.” See Dargie, 742 F.3d at 245
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Case No. 25-1568, Shaut v. CIR
(quotation omitted). And to the extent that these deductions could be carried over to 2019 from
previous years, Shaut did not introduce evidence to prove which, if any, expenses were carried
over.
As for Shaut’s 2019 legal expenses, we cannot say that the tax court clearly erred in finding
that his legal fees were not paid or incurred to carry on a trade or business. See 26 U.S.C. § 162 (a).
Shaut claims the legal fees arose in defense of his “investment and work with Downing for the . . .
medical patent.” (Appellant Br. 22.) Although Shaut was employed by Downing for a time, by
early 2015 he was not involved in the day-to-day operations of the partnership and did not receive
a salary. By the time litigation around Downing arose, Shaut’s role was limited to that of an
investor. He therefore cannot claim his legal fees—whether made in his own defense or to protect
his interest in Downing’s patent-pending technology—were incurred to carry out Downing’s
operations. See Whipple, 373 U.S. at 202 (“[I]nvesting is not a trade or business and the return to
the taxpayer, though substantially the product of his services, legally arises not from his own trade
or business but from that of the corporation.”).
Because the record supports the tax court’s conclusions, there is no clear error, and Shaut
was not entitled to deduct these expenses under the business expense deduction.
B.
Next, Shaut argues that the tax court erred in finding both that he did not establish the
elements of theft for his alleged $720,000 investment in Downing and that the loss was not
deductible in the 2019 tax year. A taxpayer may deduct losses—not compensated for by insurance
or otherwise—in the taxable year the loss is sustained. 26 U.S.C. § 165 (a). This includes losses
from theft. Id. § 165(c)(3). To deduct a theft loss, a taxpayer must prove the existence of theft,
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Case No. 25-1568, Shaut v. CIR
the amount of the loss, and the year in which the loss was discovered. Id. § 165(e); 26 C.F.R.
§ 1.165-8 (a); see also Alioto v. Comm’r, 699 F.3d 948, 955 (6th Cir. 2012).
Shaut’s claimed deduction fails on multiple accounts. First, the tax court looks to the
criminal law of the jurisdiction where the loss took place to determine whether a theft has occurred.
Alioto, 699 F.3d at 955. Shaut does not dispute that Ohio law governs, which prohibits a person
from knowingly obtaining or exerting control over a person’s property “with purpose to deprive
the owner of property” without the owner’s consent, outside the scope of the owner’s express or
implied consent, or by deception, threat, or intimidation. Ohio Rev. Code § 2913.02(A). To be
guilty of theft by deception, a wrongdoer must deceptively act to obtain the owner’s property, and
as a result, the owner must transfer the property to the wrongdoer. Ohio v. Edmondson, 750 N.E.2d
587, 592 (Ohio 2001).
There is no evidence on this record that Downing’s principals intentionally coerced Shaut
to invest to steal his funds or that Shaut provided funding based on any deception, threat, or
intimidation. Although Shaut spoke with Wagner before joining the partnership and Wagner was
eventually convicted of wire and securities fraud, the tax court concluded that Shaut’s self-serving
testimony was insufficient to meet his burden of demonstrating that he in particular was a victim
of theft. The court found that it was implausible that Shaut was unaware of the scheme at Downing
because he was a sophisticated businessman and investor who had significant involvement in the
partnership and, to the extent that he was unaware of the scheme, he failed to demonstrate that his
investments were more than bad business decisions.
The record supports this conclusion. As noted above, Shaut had previously founded two
businesses, one of which he sold to a Fortune 200 company. He also served as Downing’s
president and later in a managing director-type role. In these roles, he raised millions of dollars
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Case No. 25-1568, Shaut v. CIR
for the partnership. Accordingly, the tax court did not credit his testimony that he was deceived
by Downing’s principals. Given the record and our deference to the tax court’s credibility
determinations, we do not find that the tax court clearly erred. See Indmar Prods. Co., 444 F.3d
at 777–78.
Further, Shaut failed to demonstrate that the loss was claimable in 2019. If, in the year the
loss was discovered, there exists a reasonable prospect of recovery, no portion of the loss may be
deducted, except in “the taxable year in which it can be ascertained with reasonable certainty
whether or not such reimbursement will be received.” 26 C.F.R. §§ 1.165-1 (d)(3), 1.165-8(a)(2).
Whether or not a reasonable prospect of recovery exists is a question of fact determined by the
totality of the circumstances. Id. § 1.165-1(d)(2)(i).
Shaut failed to introduce objective evidence that he discovered the loss in 2019, or
alternatively, that a reasonable prospect of recovery existed at the time of his discovery of the loss
and continued until the prospect was lost in 2019. Shaut asserts that “after CliniFlow was
discovered by Petitioner, there was no reasonable likelihood of recovery.” (Appellant Br. 24.) He
stated below that this discovery occurred between late 2017 and early 2018. Thus, the tax court
did not clearly err in finding that Shaut objectively discovered the theft loss before 2019.
Shaut now claims that a reasonable prospect of recovery existed at the time of discovery
and ended in 2019. But he did not explain to the tax court why the prospect of recovery ended at
that date, and consequently, he cannot raise this argument now. Roth Steel Tube Co. v. Comm’r,
800 F.2d 625, 632 (6th Cir. 1986).
Because the tax court did not clearly err in its factual findings, Shaut is not entitled to a
theft loss deduction.
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Case No. 25-1568, Shaut v. CIR
C.
Shaut further argues that he was entitled to claim a net operating loss carryover of $570,806
from the 2018 tax year on his 2019 return. When a taxpayer’s deductions exceed his gross income
in a given year, the taxpayer has a net operating loss. 26 U.S.C. § 172 (c). Relevant here, a taxpayer
may carry his net operating loss forward to future tax years. Id. § 172(b)(2); see United Dominion
Indus., Inc. v. United States, 532 U.S. 822, 835 (2001). To carry forward the loss, a taxpayer must
establish the existence of the net operating loss and the amount that may be carried over to the
relevant tax year. 26 C.F.R. § 1.172-4 (a)(1)(i), (b)(2). When determining whether a taxpayer has
met his burden to qualify for a carryover deduction, the tax court is not required to view tax returns
as conclusive absent additional evidentiary support. Wilkinson v. Comm’r, 71 T.C. 633, 639
(1979); see also Sparkman v. Comm’r, 509 F.3d 1149, 1156–57 (9th Cir. 2009).
Shaut failed to prove both his right to a carryover deduction and the amount of the
deduction. See Simpson v. Comm’r, 23 F. App’x 425, 427–28 (6th Cir. 2001) (per curiam). Shaut
asserts on appeal that his total claimed carryover loss of $570,806 is comprised of $74,000 from
Carbon Vision losses, $109,000 from “a carryover of . . . loss from 2017,” $124,000 from his law
practice, and $260,000 from Downing losses for legal expenses and travel. (Appellant Br. 28–29.)
To support these claims, Shaut largely relies on previous tax returns, which are not conclusive.
See Wilkinson, 71 T.C. at 639.
Regarding the claimed $74,000 Carbon Vision loss, Shaut appears to have claimed a
$74,013 loss on his 2018 tax return. But he offers no additional evidence to support this claimed
loss. Shaut produced Carbon Vision’s 2013 and 2014 tax returns, but he failed to provide his own
returns for those years. Therefore, we cannot determine what Carbon Vision losses remained after
2014 and how those losses translate to Shaut’s own net operating losses.
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Case No. 25-1568, Shaut v. CIR
Shaut’s additional claimed carryovers likewise lack evidentiary support. Regarding the
claimed $109,000 carryover loss from 2017, Shaut’s 2018 tax return claimed a $109,547 carryover
loss from 2017. But his 2017 return listed a remaining carryover balance of only $105,797. Even
if his tax returns were conclusive evidence of loss, these returns would not explain his claimed
deduction in 2019.
Similarly, Shaut’s $124,000 claimed carryover loss “from starting up” his law practice was
not clearly stated on his 2018 tax return and is not supported by the evidence. (Appellant Br. 29.)
And although Shaut’s 2018 tax return supports a claim of $245,000 for legal and professional
services related to Downing, Shaut does not identify which legal bills in evidence support a claim
of that amount. In any case, Shaut cannot deduct legal fees from the Downing litigation as business
expenses. Without additional evidence supporting the claimed amounts, we cannot say the tax
court clearly erred in finding that Shaut failed to meet his burden to substantiate his claimed
carryover loss. See Simpson, 23 F. App’x at 427–28.
IV.
We next consider whether the tax court erred by admitting an exhibit of the arbitration
opinion finding Shaut liable for his involvement in Downing. We review a court’s evidentiary
rulings for abuse of discretion and reverse only if left with a “definite and firm conviction that the
[] court committed a clear error of judgment in the conclusion it reached.” Craddock v. FedEx
Corp. Servs. Inc., 102 F.4th 832, 841 (6th Cir. 2024) (quotation omitted). Even if a court admits
improper evidence, we may nonetheless affirm its ruling if the error was harmless. See Barnes v.
- 10 - Case No. 25-1568, Shaut v. CIR
City of Cincinnati, 401 F.3d 729, 742 (6th Cir. 2005). When sufficient evidence otherwise
supports the court’s opinion, the error is harmless. Id. at 742–43.
Here, the court initially admitted the exhibit for impeachment purposes. But it
subsequently concluded that the evidence was introduced late and contained hearsay statements.
The parties agree that the evidence should have been excluded. The tax court also agreed; it later
excluded the evidence and stated that it did not consider testimony related to the exhibit. Although
Shaut speculates that the excluded evidence influenced the tax court’s determination of whether
he was entitled to a theft loss deduction, as explained, other evidence substantially supports the
court’s finding. See supra Section III.B. Even if the tax court erred by initially admitting the
exhibit, any error was therefore harmless. See Barnes, 401 F.3d at 742.
V.
For these reasons, we affirm the decision of the tax court.
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