Dugger v. United States

CourtDistrict of Columbia Court of Appeals
DecidedJune 8, 2023
Docket19-CO-1171
StatusPublished

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Dugger v. United States, (D.C. 2023).

Opinion

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DISTRICT OF COLUMBIA COURT OF APPEALS

No. 19-CO-1171

TIMOTHY D. DUGGER, APPELLANT,

V.

UNITED STATES, APPELLEE.

Appeal from the Superior Court of the District of Columbia (2015-CF1-012558)

(Hon. Judith Bartnoff, Trial Judge)

(Submitted January 21, 2022 Decided June 8, 2023)

Vincent A. Jankoski and Christine Pembroke were on the briefs for appellant.

Michael R. Sherwin, Acting United States Attorney at the time, Channing D. Phillips, Acting United States Attorney at the time of supplemental briefing, Elizabeth Gabriel, Elizabeth Trosman, Chrisellen R. Kolb, Elizabeth H. Danello, and Ellen D’Angelo, Assistant United States Attorneys, for appellee.

Before EASTERLY and DEAHL, Associate Judges, and GLICKMAN, ∗ Senior Judge.

Opinion of the court by Associate Judge DEAHL.

Opinion by Senior Judge GLICKMAN, dissenting in part, at page 43.

∗ Judge Glickman was an Associate Judge of the court at the time of submission. He began his service as a Senior Judge on December 21, 2022. 2

DEAHL, Associate Judge: Timothy Dugger was convicted of assault with

intent to kill while armed and a dozen related charges after he shot his friend, Samuel

Wright. Dugger claimed that he acted in self-defense after Wright shot at him first.

While Dugger’s direct appeal was pending, he filed a motion under D.C. Code

§ 23-110, arguing that he was deprived of his Sixth Amendment right to the effective

assistance of counsel. The Superior Court denied that motion. The court concluded

that counsel had not been deficient in some of the ways alleged, assumed that he had

been in others, but ultimately concluded that Dugger could not show the requisite

prejudice to entitle him to a new trial. Dugger now appeals that ruling. We reverse

and vacate the majority of Dugger’s convictions.

The performance of Dugger’s now-disbarred trial counsel, Raleigh Bynum II,

fell far below prevailing professional norms in many respects. From the beginning,

Bynum lied to the court and to Dugger about his qualifications to take on the

representation. The trial judge, before permitting Bynum to take over the

representation from far more experienced counsel, pressed Bynum on his

qualifications to defend against the serious charges. Bynum assured the court (and

Dugger) that he had experience trying serious felonies, including assaults with intent

to kill, when in fact all evidence indicates that Bynum had never appeared in court

in a criminal case of any stripe. In fact, Bynum was in the midst of disciplinary 3

proceedings for similarly misrepresenting his qualifications to take on a medical

malpractice case in South Carolina (where he was not barred), leading to his

disbarment. During those disciplinary proceedings, and just one month before he

began representing Dugger, Bynum admitted that he lacked the ability to take on any

clients in any legal matter due to various medical issues.

Bynum’s unfitness was, unsurprisingly, evident during Dugger’s trial. While

Dugger raises nearly a dozen largely substantiated deficiencies with Bynum’s

performance—ranging from Bynum’s failure to even retrieve predecessor counsel’s

trial file to his decision not to retain an investigator—three deficiencies in particular

stand out. First, Bynum elicited testimony during his cross-examination of a witness

that Dugger was a drug dealer, and rather than moving to strike that testimony, he

repeated and highlighted it for the jury. Contrary to the trial court’s ruling, he had

no conceivable strategic reason for that course of action. Second, Bynum failed to

impeach Wright with any of his criminal convictions, including for the violent

offense of second-degree assault and for drug possession. The government

acknowledges these convictions were “favorable impeachment evidence” and does

not dispute that Bynum was deficient for failing to put evidence of them before the

jury. Third, Bynum did not object when the trial court instructed the jury, at the

government’s request, that it could consider the evidence of Wright’s peaceful 4

character when assessing who was the first aggressor. As the government concedes,

and as we previously determined in the direct appeal, no such evidence had been

introduced and the instruction was erroneous.

But for the combination of these deficiencies, we conclude that there is a

reasonable probability that the outcome of Dugger’s trial would have been different,

at least as to the lead counts against him. Where the defense was predicated on a

theory that Wright shot at Dugger first, Bynum’s deficiencies were prejudicial where

he (1) highlighted evidence that his client was a drug dealer rather than striking it,

(2) failed to introduce evidence of Wright’s own violent and drug-related

convictions, and (3) permitted the jury to be instructed about the non-existent

evidence of Wright’s peaceful character without objection. We therefore reverse the

denial of Dugger’s § 23-110 motion and vacate most of his convictions.

I.

Timothy Dugger was convicted of assault with intent to kill, or AWIK, while

armed, and related offenses. Dugger shot his friend, Samuel Wright, though Dugger

contended that he acted in self-defense after Wright shot at him first. For more than

a year, Dugger was represented in the pretrial proceedings by an experienced defense

attorney, Dana Page of the Public Defender Service. But as the expected trial date 5

approached, Page asked to withdraw her representation. She explained her

understanding that Dugger wished to retain new counsel, Raleigh Bynum II.

Bynum Takes Over the Representation Under False Pretenses

The trial judge, the Hon. Lynn Leibovitz, was wary of the request to substitute

counsel. Judge Leibovitz explained to Dugger that Page was “as good a lawyer as

Mr. Dugger could ever have,” whereas she had never even seen Bynum before

despite having been a Superior Court judge for well over a decade. Judge Leibovitz

asked Bynum whether he was a member of the District of Columbia Bar or if he had

previously defended clients against charges as serious as Dugger’s in any court.

Bynum claimed that he had represented clients in Superior Court on “[v]arious—

felonies, misdemeanors, drugs, assault,” and that he had “done assaults with—

assaults with intent to kill.” When asked, Bynum struggled to name any Superior

Court judge whom he had appeared before, and then pivoted to saying that he had

“done stuff in the Federal Court” in the District, though he could not name a judge

he had appeared before in federal court either. Bynum also clarified that he had

never spoken with Dugger himself, but that Dugger’s father had retained his services

on his son’s behalf. 6

Before permitting the substitution, Judge Leibovitz gave Bynum a chance to

speak with Dugger while admonishing him to “be extremely candid with [Dugger]

about the fact you haven’t necessarily done an assault with intent to kill while armed

case.” Bynum retorted by again insisting that he had in fact represented a client

against an AWIK charge, but simply could not say where he had done so without

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