IN THE COURT OF APPEALS OF IOWA
No. 22-0733 Filed August 9, 2023
JERRID MICHAEL WINFREY, Applicant-Appellant,
vs.
STATE OF IOWA, Respondent-Appellee. ________________________________________________________________
Appeal from the Iowa District Court for Polk County, Jeanie K. Vaudt, Judge.
An applicant appeals the denial of his postconviction-relief application.
AFFIRMED.
Karmen R. Anderson, Des Moines, for appellant.
Brenna Bird, Attorney General, and Zachary Miller, Assistant Attorney
General, for appellee State.
Considered by Schumacher, P.J., and Chicchelly and Buller, JJ. 2
SCHUMACHER, Presiding Judge.
Jerrid Winfrey appeals the denial of his postconviction-relief (PCR)
application. He raises twelve claims on appeal, alleging ineffective assistance of
counsel, prosecutorial misconduct, and an illegal sentence. We affirm the denial
of Winfey’s PCR application.
I. Background Facts & Proceedings
Winfrey was tried and convicted of first-degree murder, attempted murder,
and willful injury causing serious injury in connection to a shooting that occurred in
2008. The shooting killed Richard Lewis and injured Damont Jackson. Winfrey’s
convictions were upheld on direct appeal. See State v. Winfrey, No. 10-0304, 2011
WL 5387263, at *5 (Iowa Ct. App. Nov. 9, 2011).
Attorneys Matt Sheeley and Rachel Seymour initially represented Winfrey.
Their involvement, as relevant in this appeal, consisted of obtaining a competency
evaluation for Winfrey. A conflict subsequently arose and Sheeley and Seymour
were permitted to withdraw. Jesse Macro and Chris Kragnes then represented
Winfrey, including at trial. Macro also served as Winfrey’s appellate counsel.
Winfrey filed this PCR application, his first, in 2012. He raised a dozen
claims relating to various alleged errors by trial counsel and appellate counsel.
Following hearing on the application held in late 2021, the PCR court denied
Winfrey’s application. Winfrey now appeals.
II. Standard of Review
“We typically review [PCR] proceedings on error. However, when the
applicant asserts claims of a constitutional nature, our review is de novo. Thus, 3
we review claims of ineffective assistance of counsel de novo.” Ledezma v. State,
626 N.W.2d 134, 141 (Iowa 2001) (citations omitted).
III. Ineffective Assistance of Counsel
Winfrey predominately alleges his trial counsel and appellate counsel were
ineffective. Before turning to the specific claims, we summarize the law
surrounding claims of ineffective assistance of counsel.
“[A]ll [PCR] applicants who seek relief as a consequence of ineffective
assistance of counsel must establish counsel breached a duty and prejudice
resulted.” Lamasters v. State, 821 N.W.2d 856, 866 (Iowa 2012) (quoting Castro
v. State, 795 N.W.2d 789, 794 (Iowa 2011)). “Failure to demonstrate either
element is fatal to a claim of ineffective assistance.” State v. Polly, 657 N.W.2d
462, 466 (Iowa 2003).
For the breach-of-duty prong, an applicant must demonstrate that their
counsel’s conduct, when measured against “prevailing professional norms,” fell
“below the standard demanded of a reasonably competent attorney.” Lamasters,
821 N.W.2d at 866. “We start with the presumption that the attorney performed
competently and proceed to an individualized fact-based analysis.” Id. (citation
omitted).
“[I]neffective assistance is more likely to be established when the alleged actions or inactions of counsel are attributed to a lack of diligence as opposed to the exercise of judgment.” [Ledezma, 626 N.W.2d at 142.] “Improvident trial strategy, miscalculated tactics or mistakes in judgment do not necessarily amount to ineffective counsel.” Hinkle v. State, 290 N.W.2d 28, 34 (Iowa 1980). “When counsel makes a reasonable tactical decision, this court will not engage in second-guessing.” Fryer v. State, 325 N.W.2d 400, 413 (Iowa 1982).
Id. 4
To establish prejudice, Winfrey must demonstrate “that there is a
reasonable probability that, but for counsel’s unprofessional errors, the result of
the proceeding would have been different.” Id. (citation omitted). “[R]easonable
probability is a probability sufficient to undermine confidence in the outcome.” Id.
(citation omitted).
A. Testimony of Shane Clements
Winfrey raises several claims related to his alibi witness, Shane Clements.
He alleges counsel was ineffective by asking questions related to Clements’s
criminal history and the nature of his relationship with Winfrey—that Clements was
with Winfrey at the time of the shooting to buy marijuana. He also faults counsel
for not objecting to testimony of two witnesses the State presented to impeach
Clements’s testimony.
We determine that counsel was not ineffective in addressing Clements’s
criminal history and connection to Winfrey. Trial counsel explained the decision to
proactively address each issue. First, testimony related to Winfrey selling drugs
to Clements was necessary to explain Clements’s presence in the area and was
not overly prejudicial. Many witnesses in the case had credibility issues, and
counsel reasonably believed that Clements would not be overly prejudiced by the
jury’s knowledge of the sale of marijuana. Moreover, testimony about Winfrey’s
drug dealing was already in the case—it served as the State’s theory of motive
and was already discussed by other witnesses. Second, both topics were highly
likely to be addressed by the State on cross-examination. As a result, the decision
to question Clements on his criminal record and connection with Winfrey was a 5
reasonable strategic decision. Finally, Winfrey was adamant that his counsel
utilize Clements as a witness, despite Macro’s misgivings on his utility to the case.
Winfrey also alleges counsel was ineffective in failing to object to two
witnesses the State called to impeach Clements. One testified that Clements was
not a member of the YMCA the year he testified to being a member, while the other
testified that Clements was not a student at a local community college the year he
claimed to be enrolled. Winfrey contends such testimony was improper because
it was extrinsic evidence of a prior inconsistent statement. See Iowa R. Evid.
5.613(b). But Winfrey’s reliance on this rule is misplaced. The rule, by its terms,
relates only to a “prior inconsistent statement.” The State’s witnesses were not
relating prior statements by Clements that were inconsistent with his testimony.
Instead, the statements were used to impeach Clements by contradicting his
testimony on the timing of his involvement in two organizations—he said he was
involved with the YMCA and a community college when he was not. Thus, counsel
had no basis to object to the testimony, and we determine no breach of duty
occurred.
B. Testimony of Nicole Sanders & the Confrontation Clause
Winfrey contends his trial and appellate counsel were ineffective for failing
to object to the testimony of Nicole Sanders because it violated his Confrontation
Clause rights.1 Sanders was the mother of Lewis. She testified to an argument
that occurred months before the shooting between Winfrey’s uncle and Lewis, in
1 In his appellate brief, Winfrey also contends counsel was ineffective in failing to
object to the testimony as hearsay. But counsel did object to the testimony on hearsay grounds, which preserved the issue for appellate review. See Winfrey, 2011 WL 5387263, at *1-2. 6
which Winfrey’s uncle accused Lewis of stealing marijuana. Sanders testified that
Winfrey spoke to Lewis and stated, “You are not going to be disrespecting my
uncle.” The State believed Winfrey shot Lewis over a dispute with Winfrey’s uncle.
Trial counsel objected to Sanders’s testimony on hearsay grounds but was
overruled. On appeal, this court found Sanders’s testimony was hearsay but that
the erroneous admission of the testimony was harmless. See Winfrey, 2011 WL
5387263, at *2.
We conclude counsel was not ineffective for several reasons. First, the
Confrontation Clause is only implicated by testimonial hearsay. See Crawford v.
Washington, 541 U.S. 36, 68 (2004).2 While in error, the district court overruled
Winfrey’s hearsay objection. See Winfrey, 2011 WL 5387263, at *2 (finding the
statements were hearsay). At that point, there was no legal basis to object on
Confrontation Clause grounds.
Second, the statements were not testimonial. While the court in Crawford
did not give a precise definition of “testimonial,” it did provide several examples:
The first formulation involved ex parte in-court testimony or its functional equivalent where the declarant would reasonably expect the statements to be used at trial and where the defendant was unable to cross-examine the declarant. The second formulation involved formalized testimonial materials such as confessions and depositions. The third and most open-ended formulation included statements made under circumstances that would lead witnesses to objectively believe the statements might be used at trial.
State v. Shipley, 757 N.W.2d 228, 235 (Iowa 2008) (citing Crawford, 541 U.S. at
51-52). A single remark made in a dispute between acquittances is not the type
2 Winfrey’s appellate brief relies on Ohio v. Roberts, 448 U.S. 56 (1980). But that case was abrogated by Crawford, 541 U.S. at 60. 7
of statement generally made in lieu of formal testimony. See Crawford, 541 U.S.
at 51 (“An off-hand, overheard remark might be unreliable evidence and thus a
good candidate for exclusion under hearsay rules, but it bears little resemblance
to the civil-law abuses the Confrontation Clause targeted.”).
Finally, any error was harmless and would not have warranted relief even if
the Confrontation-Clause objection was preserved and raised on direct appeal.
See State v. Kennedy, 846 N.W.2d 517, 528 (Iowa 2014) (noting evidence
admitted in violation of the Confrontation Clause is subject to harmless-error
analysis). As this court noted on Winfrey’s direct appeal, the evidence against
Winfrey was overwhelming and Sanders’s testimony was duplicative of other
evidence on the apparent dispute between Lewis and Winfrey’s uncle. Winfrey,
2011 WL 5387263, at *2. As a result, Winfrey fails to fails to prove the reasonable
probability of a different outcome.
C. Toxicology Expert
Winfrey claims trial counsel was ineffective by failing to obtain an expert
witness on the effects of marijuana on a witness’s perception to challenge
Jackson’s identification of Winfrey.3 A toxicology report showed the presence of
marijuana in Jackson at the time of the shooting. The trial court ruled that Winfrey
could only discuss the matter through the testimony of an expert witness, as the
effects of marijuana on a person’s perception were outside the realm of layperson
knowledge. Winfrey did not present an expert witness at trial.
3 To the extent that Winfrey makes the same claim related to opiates, that matter
is not preserved for our review because the district court never ruled on it. See Meier v. Senecaut, 641 N.W.2d 532, 537 (Iowa 2002). 8
We determine that counsel was not ineffective by failing to present an expert
on this issue. Macro testified at the PCR hearing that he and co-counsel sought
an expert on the issue but were unsuccessful in finding one. He added that there
were no studies on the issue due, in part, to marijuana’s status as an illegal
narcotic, which hampered the ability to conduct studies. Trial counsel cannot be
faulted for failing to present evidence that did not exist. Trial counsel also
attempted to address the issue in other ways—appealing to the jury’s common
sense and attempting to examine Dr. Farber on the subject. And trial counsel
cross-examined Jackson at length on his identification. Counsel was not
ineffective.4
D. Kelechi
Winfrey alleges his trial counsel was ineffective in failing to utilize a witness,
Ejimofer Kelechi, to impeach Nicholas Deering. Deering, who was facing federal
charges at the time of his testimony, described incriminating statements Winfrey
made to him while Winfrey awaited trial in jail. In an undated affidavit submitted at
the PCR hearing, Kelechi alleged that Deering made statements suggesting he
would provide false testimony to reduce his sentence.
We determine trial counsel was not ineffective in failing to utilize Kelechi.
Neither Macro nor Kragnes recalled Kelechi as a potential witness. The affidavit is
undated, so it is unclear if it was even possible for counsel to discover him as a
4 Winfrey further contends the PCR court erred in relying on the lack of an expert
witness at the PCR trial to reject his claim despite the fact that the very same court denied his application for an expert at state expense. But Winfrey only presents that issue as a free-standing claim in his reply brief. “Parties cannot assert an issue for the first time in a reply brief.” Sun Valley Iowa Lake Ass’n v. Anderson, 551 N.W.2d 621, 642 (Iowa 1996). The matter is therefore waived. 9
potential witness. Winfrey bears the burden of establishing that counsel’s conduct
fell below the standard of reasonably competent attorneys, which he has failed to
do on this claim.
And Winfrey was not prejudiced. Trial counsel spent a significant amount
of time cross-examining Deering on the benefits he would obtain under the federal
sentencing guidelines in return for his testimony. As a result, the jury was already
aware of the incentives Deering had to testify, and it could draw its own conclusion
on his credibility in light of that information.
E. Mosley’s Map
Winfrey contends trial counsel was ineffective in failing to adequately utilize
a map drawn by Dorian Mosley, a witness to the shooting, to impeach his
statements at trial. During the investigation, Detective First name? O’Donnell had
Mosley draw a map placing Winfrey around the scene of the shooting. The map
depicted Winfrey near, but not at, the car where Lewis and Jackson were shot.
That said, the map only related where Mosley saw Winfrey about ten minutes
before the shooting. At trial, Mosley testified that he did not know where Winfrey
was at the time of the shooting. When defense counsel asked O’Donnell if he
remembered Mosley’s map, the State asked for a sidebar. Defense counsel
subsequently dropped the issue.
Counsel was not ineffective in their use of Mosley’s map. Macro testified to
several reasons why they did not make further use of the map. Macro believed
Mosely’s testimony was already strong and did not need to be bolstered by the
map. In any event, the map was not that probative—it was not to scale, and it
depicted where Mosely saw Winfrey about ten minutes before the shooting. The 10
distance between where Winfrey was at that time and the shooting ten minutes
later could easily have been covered by Winfrey. And Mosely already testified to
where he last saw Winfrey. He was clear in his testimony that he never saw
Winfrey near the car where the shooting occurred. There was little to impeach—it
would not aid Winfrey to highlight Mosely’s inconsistent statements when Mosley
had consistently declined to place Winfrey near the shooting.
F. Eye-Witness Jury Instruction
Winfrey claims trial counsel was ineffective in failing to request a specific
jury instruction on eye-witness identifications—Iowa Uniform Jury Instruction
200.45. Winfrey believes that if that instruction had been given, the jury would not
have credited Jackson’s identification of Winfrey. But Kragnes and Macro testified
that after considering the instruction, they decided not to pursue it further. They
made that decision because they believed the instruction could suggest Jackson’s
identification was particularly credible while undermining the testimony of
witnesses that were more helpful to Winfrey. Counsels’ decision not to utilize the
instruction was therefor made after consideration of its potential benefits and
weaknesses. We decline to second-guess counsels’ reasonable strategic
decisions.
G. O’Donnell Testimony
Winfrey contends trial counsel was ineffective in failing to object to
testimony of Detective O’Donnell relating to the jury that Jackson identified Winfrey 11
as the perpetrator of the crime.5 Winfrey claims O’Donnell’s statements amounted
to backdoor hearsay. See, e.g., State v. Tompkins, 859 N.W.2d 631, 643 (Iowa
2015).
Counsel was not ineffective because their decision not to object was based
on reasonable strategic decision-making. Kragnes testified that he did not object
because Jackson already testified and identified Winfrey as the shooter. Kragnes
was also worried that objecting to the testimony would give it undue weight with
the jury. He explained:
The biggest reason [he did not object] is after Mr. Jackson already testified to [his identification of Winfrey], I’m not going to continue to object in front of the jury and give them the impression that I’m still worried about it. They’ve already heard from [Jackson] that this is the guy that shot him and it’s not going to come as a surprise to them that he told the detective this.
Counsel’s thought process was rational and the decision was the product of
reasonable strategic thinking.
H. Mistrial
Winfrey alleges trial counsel was ineffective by failing to move for a mistrial
following a few instances of inappropriate behavior by Jackson and members of
the public. In particular, he points to grunting noises Jackson made to Winfrey
during his testimony, as well as an incident where members of the public were
blowing kisses at Jackson.
5 Winfrey does not identify with citations to the record which statements he believes
counsel should have objected to. Accordingly, we could consider the issue waived. See Iowa R. App. P. 6.903(2)(g)(3). 12
Counsel was not ineffective. First, counsel testified at the PCR trial that
rather than move for a mistrial, he sought and obtained a jury instruction on only
considering record evidence when rendering a verdict. Counsel reasonably
believed the instruction was sufficient to address the issue. See State v.
Christensen, 929 N.W.2d 646, 660 (Iowa 2019) (“[W]e have stated curative
instructions are generally sufficient to cure most trial errors.”). Second, Winfrey
failed to establish he was prejudiced. After both instances of alleged misconduct,
the trial judge noted that the jury was unlikely to have seen the misbehavior.
Winfrey merely alleges the conduct was so prejudicial that a curative instruction
was insufficient, but he does not affirmatively demonstrate what, if any, prejudice
resulted.
I. Prosecutorial Misconduct
Winfrey claims the State knowingly obtained false testimony from Deering,
which amounted to prosecutorial misconduct. Deering testified to incriminating
admissions Winfrey made to him while in jail awaiting trial, including the type of
weapon Winfrey used in the shooting. Winfrey failed to raise this claim on direct
appeal. So to the extent that Winfrey raises the issue as a free-standing claim of
prosecutorial misconduct, the matter is waived. See Iowa Code § 822.8 (2012)
(“Any ground finally adjudicated or not raised, or knowingly, voluntarily, and
intelligently waived in the proceeding that resulted in the conviction or sentence,
or in any other proceeding the applicant has taken to secure relief, may not be the
basis for a subsequent application.”).
To the extent that Winfrey alleges appellate counsel was ineffective in
pursuing the claim, that contention lacks merit. Winfrey alleges the State 13
intentionally elicited false testimony from Deering involving his belief Winfrey used
a nine-millimeter handgun. When Deering was interviewed by police, he slightly
equivocated on this issue, stating, “I think it was a nine [millimeter].” Similarly, at
trial, Deering stated, “[I] believe he said it was a nine-millimeter.”
To prove her claim of prosecutorial misconduct based on alleged perjured testimony, [the defendant] was required to prove that (1) the prosecution either introduced or failed to correct false testimony, (2) the false or perjured testimony was given at trial, (3) the prosecution knew the perjured testimony was given at trial, (4) the testimony was “material,” and (5) the defendant has not waived the claim by failing to raise it at trial if she had reason to know of the falsity of the subject testimony.
DeVoss v. State, 648 N.W.2d 56, 63-64 (Iowa 2002).
Winfrey’s allegation of prosecutorial misconduct fails several prongs.
Deering’s statements to police were consistent with what he testified to at trial—
his belief that Winfrey used a nine-millimeter handgun. That Deering slightly
equivocates—stating that it was his belief—does not amount to false testimony.
Rather, inconsistencies and equivocations in a witness’s testimony can be
addressed on cross-examination, which is exactly what happened here—Kragnes
challenged Deering on whether he was sure he told police Winfrey used a
handgun. Second, there is nothing to suggest the State knew Deering was
providing false testimony. And appellate counsel could not have raised the issue
on direct appeal because trial counsel never objected to the statements—error
was not preserved. Thus, appellate counsel was not ineffective in failing to bring
a meritless claim. 14
J. Speedy Trial
Winfrey claims his first set of trial counsel, Sheeley and Seymour, were
ineffective by forcing him to obtain a competency evaluation in order to obtain more
time to prepare for trial after he refused to waive his right to a speedy trial. Further,
the delay caused by the evaluation violated his right to a speedy trial. He also
claims Macro and Kragnes were ineffective in pursuing the issue.
First, Sheeley and Seymour were not ineffective by seeking a competency
evaluation although it delayed trial beyond the time frame guaranteed by Winfrey’s
speedy trial rights. Both Sheeley and Seymour expressed concerns over Winfrey’s
competency based on his unwillingness to engage in his own defense. In
particular, Seymour highlighted worries over Winfrey’s age and “his inability or
unwillingness to articulate any particular reason that he would not consider waiving
his speedy trial.” At the hearing on the motion for a competency hearing, Winfrey
gave little rationale for refusing to waive his speedy trial despite simultaneously
wanting counsel to depose thirty-three witnesses. His reason—“I don’t want to”—
completely ignored the amount of time necessary to effectuate an adequate
defense. And the district court found probable cause for a competency hearing,
indicating the court found trial counsels’ concerns credible. As a result, counsel
was not ineffective in pursuing the competency hearing.
Second, Macro and Kragnes were not ineffective in failing to pursue their
concerns over Sheeley and Seymour’s conduct. Both Macro and Kragnes
indicated at the PCR trial that they were troubled by prior counsels’ decision to
seek a competency hearing. But, upon investigation, they could find no remedy 15
for defense counsels’ delay of trial. Counsels’ investigation met the standards
demanded of reasonably competent counsel.
IV. Merger
Winfrey contends the trial court erred by failing to merge his convictions for
willful injury and attempted murder, which violated his rights under the Double
Jeopardy Clause. But our case law is clear that convictions of willful injury and
attempted murder do not merge. See Krogmann v. State, 914 N.W.2d 293, 325
(Iowa 2018); see also State v. Clarke, 475 N.W.2d 193, 194-95 (Iowa 1991) (noting
the elements of the offenses differ because willful injury requires proof of serious
injury, while attempted murder does not). The court did not err in failing to merge
the offenses.