United States v. Stephen Donaldson, Sr.

CourtCourt of Appeals for the Eleventh Circuit
DecidedMarch 22, 2019
Docket18-10221
StatusUnpublished

This text of United States v. Stephen Donaldson, Sr. (United States v. Stephen Donaldson, Sr.) is published on Counsel Stack Legal Research, covering Court of Appeals for the Eleventh Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
United States v. Stephen Donaldson, Sr., (11th Cir. 2019).

Opinion

Case: 18-10221 Date Filed: 03/22/2019 Page: 1 of 22

[DO NOT PUBLISH]

IN THE UNITED STATES COURT OF APPEALS

FOR THE ELEVENTH CIRCUIT ________________________

No. 18-10221 ________________________

D.C. Docket No. 8:13-cr-00237-SDM-TBM-2

UNITED STATES OF AMERICA,

Plaintiff-Appellee, versus

STEPHEN DONALDSON, SR., DUANE CRITHFIELD,

Defendants-Appellants.

________________________

Appeals from the United States District Court for the Middle District of Florida _______________________

(March 22, 2019)

Before WILLIAM PRYOR and ROSENBAUM, Circuit Judges, and MOORE, * District Judge.

MOORE, District Judge:

* Honorable K. Michael Moore, United States District Chief Judge for the Southern District of Florida, sitting by designation. Case: 18-10221 Date Filed: 03/22/2019 Page: 2 of 22

Appellants Duane Crithfield and Stephen Donaldson, Sr. appeal multiple

orders relating to their convictions for conspiring to defraud the United States, 18

U.S.C. § 371, and willfully aiding the submission of false and fraudulent income

tax returns, 26 U.S.C § 7206(2). Following an 11–day bench trial, the district court

found Appellants guilty on all counts. Appellants then moved for a new trial,

which the district court also denied. Appellants raise three issues in this

consolidated appeal: whether (1) the government’s evidence was sufficient to

sustain their convictions; (2) the district court abused its discretion in denying

Appellants’ motion for a new trial; and (3) the district court improperly declined to

suppress certain documents obtained by the government because of an allegedly

false search warrant affidavit. After careful review, we affirm.

I. BACKGROUND A. The Business Protection Plan.

In the 1990s, Appellants established a network of companies and trusts,

largely incorporated offshore, to promote and sell to closely held businesses the

Business Protection Plan (“BPP”), a purportedly lawful, insurance–based tax

shelter. Donaldson promoted and sold the BPP and Crithfield was a director and

officer of several of the offshore entities within the commercial enterprise. The

BPP effectively operated as follows: a closely held business paid a lump–sum

premium in exchange for an insurance policy issued by either Fidelity Insurance

2 Case: 18-10221 Date Filed: 03/22/2019 Page: 3 of 22

Company (“Fidelity”) or Citadel Insurance Company (“Citadel”), two entities

within Appellants’ commercial enterprise. That business then deducted that

premium from its taxable income as an “ordinary and necessary” business expense.

After collecting the premium, Appellants’ enterprise charged the business either

15% or 17% of the premium, a rate ostensibly lower than the business’s nominal

marginal tax rate, and then allocated the remaining 83% or 85% to a segregated

trust or limited liability company (“LLC”) set up solely for that business. The

business then assumed control of that trust or LLC, which contained the remaining

portion of its premium, without paying any tax or interest on that premium.

B. The Legal Opinions.

Appellants repeatedly assured their clients that the BPP was legitimate and

compliant with Internal Revenue Service (“IRS”) requirements. In 2001, Fidelity

obtained a legal opinion from Lord, Bissel and Brook (“Lord Bissel”), which

attested to the legality of the BPP’s structure. Based upon certain factual

representations made by Fidelity, Lord Bissel concluded that the insurance policies

offered to BPP clients involved legitimate risk shifting and risk distribution.

Specifically, Fidelity certified to Lord Bissel as a fact that BPP clients purchasing a

BPP policy transferred to Fidelity the risk–of–loss covered by the policy (i.e.¸ that

Fidelity bore the risk of reimbursing any claims on the policy). Based upon the

factual assumptions certified by Fidelity, Lord Bissel issued an opinion stating that

3 Case: 18-10221 Date Filed: 03/22/2019 Page: 4 of 22

it was “more likely than not” that a business purchasing a BPP risk policy would

be entitled to a federal income–tax deduction under 26 U.S.C. § 162 for the amount

of the premium paid.

In 2003, after Fidelity asked Lord Bissel to issue an updated opinion on the

BPP’s structure, Lord Bissel attorneys raised concerns with Appellants about

whether the BPP in fact involved legitimate risk shifting and distribution and

therefore qualified as deductible for tax purposes. After multiple rounds of

discussions among Appellants, Fidelity’s in–house counsel, and attorneys from

Lord Bissel, Lord Bissel determined that, contrary to the facts certified by Fidelity,

none of the entities in Appellants’ commercial enterprise retained any risk of loss

on the BPP’s business–risk policies. Attorneys at Lord Bissel reasoned that

because nearly all losses under any BPP business–risk policy were to be funded by

the LLC created for the BPP client, rather than Fidelity or the entity issuing the

policy, the BPP incentivized clients to not file any claims. After these discussions,

Lord Bissel decided that its prior opinion was “not appropriate in light of what

[Lord Bissel] had found,” and withdrew its 2001 opinion and its representation of

Fidelity. Lord Bissel then wrote several letters to Fidelity, Crithfield, and BPP

customers, stating that Fidelity’s factual representations concerning the BPP had

been inaccurate and that its 2001 opinion should not be relied upon. Appellants,

4 Case: 18-10221 Date Filed: 03/22/2019 Page: 5 of 22

meanwhile, continued to promote the BPP without informing potential clients

about the Lord Bissel withdrawal.

In December 2003, Appellants secured another legal opinion from tax

attorney James Duggan of the law firm Handler, Thayer and Duggan (“Handler

Thayer”), which similarly stated that the premiums paid for a business–risk policy

under the BPP were “more likely than not” deductible under § 162. However, the

Handler Thayer opinion rested on a set of assumptions substantially similar to

those that supported the initial Lord Bissel opinion. Specifically, Handler Thayer

assumed, inter alia, that (1) the premiums charged by Fidelity were calculated

using actuarial principles that were competitive with the premiums charged by

other insurers for similar policies, and that (2) the “primary emphasis” in the

promotion of the BPP to BPP clients was the risk protection offered by its

insurance products and that “any discussion of potential tax benefits [was]

incidental.”

In December 2006 and March 2007, more than three years after being

informed by Lord Bissel attorneys that BPP policies were not deductible under 26

U.S.C. § 162, Appellants collected BPP premiums from two clients, Brian James,

M.D., P.A. and Safety Productions, Inc., who proceeded to deduct their premiums

from their respective tax liabilities. Donaldson was the “primary consultant” and

“key person involved” in selling the plan to both clients.

5 Case: 18-10221 Date Filed: 03/22/2019 Page: 6 of 22

C. Searches.

On May 9, 2007, federal agents executed search warrants at several

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