Barry v. United States of America

Filing 8

MEMORANDUM & ORDER: Petitioner's application for relief under 28 U.S.C. § 2255 is denied. Because Barry has not "made a substantial showing of the denial of a constitutional right," 28 U.S.C. § 2253(c)(2), a certificate of appealability will not issue. C/M with appeals packet. Ordered by Judge Raymond J. Dearie on 6/16/2015. (Chee, Alvin)

UNITED STATES DISTRICT COURT
EASTERN DISTRICT OF NEW YORK

-----------------------------------------------------)(
PHILIP BARRY,
Petitioner,
MEMORANDUM & ORDER

-against14 CV 5898 (RJD)
UNITED STATES OF AMERICA,
Respondent.

-------------------------------------------------------)(
DEARIE, District Judge.
Philip Barry was convicted, following a jury trial, of one count of securities fraud, in
violation of 15 U.S.C. §§ 78j(b) and 78ff, and 33 counts of mail fraud, in violation of 18 U.S.C.
§ 1341. The charges arose out of a large-scale Ponzi scheme that Barry operated for more than
three decades. His victims number in the hundreds and include many working families and the
elderly. Their losses, often oflife savings or entire retirement funds, exceed $24 million. Under
the advisory Guidelines Barry faced a sentence of between 324 and 405 months incarceration;
the Court imposed 240 months on each count, to run concurrently, and ordered restitution in the
amount of $24,146,540.
Fallowing affirmance of his conviction by the Second Circuit and the denial of certiorari
by the Supreme Court, see United States v. Barry, 502 Fed. Appx. 85, 2012 WL 5476682 (2d
Cir. Nov. 13, 2012), cert. denied, 134 S. Ct. 328 (Oct 7, 2013), Barry now moves, prose, for
federal habeas relief pursuant to 28 U.S.C. § 2255. He asserts that he was denied his
constitutional right to the effective assistance of counsel at trial ("Ground One" in Barry's

petition) and at sentencing (Barry's "Ground Two"). 1 Barry's Ground One, however, actually
contains seventeen separate "branches," and Ground Two an additional six. For analytical
purposes, this memorandum Court treats each of the twenty-three instances of ineffectiveness
separately. As will be discussed, however, whether Barry's two "grounds" are assessed as two
claims with multiple branches or as twenty-three separate claims is immaterial, for neither a
single "claim" nor the collective force of all twenty-three warrants federal habeas relief. In fact,
the allegations are largely of such a trifling, overfastidious nature that they tend to denigrate the
Sixth Amendment guarantee and federal writ they invoke. Accordingly, as detailed below, the
application is denied and the motion is dismissed.

BACKGROUND
Writing principally for the parties, the Court assumes familiarity with the trial record,
particularly in light of the parties' extensive submissions2 and the Circuit's affirmance of Barry's
conviction and sentence. As that appellate panel summarized:
The jury was presented with overwhelming documentary evidence of the largescale Ponzi scheme that Barry operated for more than 30 years. Seized records
showed that over at least six years, $27 million in investors' funds were deposited
into four different bank accounts controlled by Barry. The cumulative balance of
those accounts, however, never exceeded $251,000, because the monies were not
invested in stock options, as Barry represented on client statements. Rather, they
were recycled to satisfy the return expectations of earlier investors and to pay
Barry's owrr expenses. Notes from Barry's files listed pretextual reasons why he
could not send investors a list of the stocks in which he had purportedly invested.
Several of Barry's investors testified about the various false assurances that he
gave them over the years about their investments. Meanwhile, the jury saw a
1

Barry filed his papers on October 7, 2014, exactly one year after the Supreme Court's denial of
certiorari, so his application is timely.
2

Barry submitted a 73-page principal memorandum ("Barry Mem.") and a 56-page reply ("Barry
Reply Mem."). The government submitted a 50-page memorandum ("Gov. Mem."), along with
sworn declarations from Lisa Hoyes, Esq. ("Hoyes Deel.") and Michael D. Weil, Esq. ("Weil
Deel."), both of the Federal Defenders of New York, who represented Barry at trial and
sentencing.
2

seized note on which Barry had written to himself, "I'm just a crook running a
Ponzi scheme."
Barry, 502 Fed. Appx. at 87 (internal record citation omitted).
Additional factual particulars are discussed in the context of the ineffectiveness
allegations to which they relate.

DISCUSSION
PART I: THE SEVENTEEN TRIAL CLAIMS

A.

Dispositive Lack of Strickland Prejudice
On Barry's direct appeal, the Second Circuit found that there was "overwhelming

evidence of Barry's guilt," 502 Fed. Appx. at 87, and thus "confidently conclude[d] that any
evidentiary error was harmless." Id. In this Court's view, these appellate determinations
foreclose Barry's ability to establish that any of counsel's supposed trial errors caused him
"prejudice" within the meaning of Strickland v. Washington, 466 U.S. 668, 688 (1984).
Compare Barry, 502 Fed. Appx. at 87 (error is harmless if court "can conclude with fair
assurance that the evidence did not substantially influence the jury") (internal quotation and
citation omitted), with Strickland, 466 U.S. at 694 (prejudice requires "defendant [to] show that
there is a reasonable probability that, but for counsel's unprofessional errors, the result of the
proceeding would have been different"). Notably, in the case often of Barry's trial-based
ineffectiveness claims, the "harm" blamed on the alleged deficiency of counsel is essentially
evidentiary; 3 for each, therefore, the Second Circuit's findings of overwhelming evidence and

3

Ten of the seventeen claims (numbers 6, 7, 8, 9, 10, 11, 12, 13, 14, and 16) fall into this
category. As discussed in greater detail when examined under the Strickland deficiency prong
infra, these claims complain about such matters as the scope of cross-examination, failures to
object, and failure to introduce certain evidence.
3

harmless error necessarily dispose of the applicable Strickland prejudice inquiry. An additional
six of Barry's trial-based claims allege harm that, while not purely evidentiary, is sufficiently
evidentiary in nature that they are likewise disposed of on prejudice grounds by the same Circuit
findings. 4

Although the Court has jumped into the merits by addressing Strickland prejudice, it is important
to note that this same feature of these 10 claims renders them procedurally barred from
consideration on§ 2255. "It is well established that a§ 2255 petition cannot be used to relitigate
questions which were raised and considered on direct appeal") (internal quotations and citations
omitted). United States v. Pitcher, 559 F.3d 120, 123 (2d Cir. 2009) cert. denied, 558 U.S. 1137
(2010). Likewise, section 2255 may not be used to challenge matters that could have been but
were not first raised on appeal. See United States v. Frady, 456 U.S.l 152, 164-65 (1982);
Zhang v. United States, 506 F.3d 162, 166 (2d Cir. 2007). Further, courts now recognize that the
repackaging of actual or putative appellate claims as ineffectiveness claims for purposes of
§2255 does not lift the procedural bar. See, M.:_, White v. United States, 2012 WL 2119104, *5
(S.D.N.Y. Junel2, 2012) ("[section 2255] [p]etitioner unsuccessfully argued on direct appeal
that the jury instruction was incorrect and cannot now repackage that procedurally barred claim
as an ineffective assistance of counsel claim"); Azzara v. United States, 2011 WL5025010, at *6
(S.D.N.Y. Oct. 20, 2011) (section 2255 petitioner's "arguments ... based on claims pursued on
direct appeal, repackaged ... as ineffective assistance of counsel claims ... are procedurally
barred").
The ten claims alleging evidentiary error as the consequence of the alleged deficiencies of
counsel are procedurally barred under these principles. Removing the ineffectiveness preface
and packaging to reveal the underlying claim exposes that three of the claims (numbers 7, 12,
and 16) were actually raised and rejected on appeal, that the other seven (numbers 6, 8, 9, 10, 11,
13 and 14) are the type of evidentiary or simple trial error that should have been raised on
appeal. All are therefore barred.
4

Claim numbers 1, 2, 3, 4, 15, and 17 fall into this category. Claims 1, 2 and 3 fault counsel for
remarks in the opening statement and for failing to advance certain "theories of innocence"
(Barry's term), claim 15 challenges the quality of the summation, and claim 4 faults counsel for
failing to call defense witnesses. In light of the overwhelming evidence of his guilt, Barry cannot
show that, but for any of these alleged deficiencies, he would have been acquitted. Claim 17
faults counsel for not moving to dismiss the securities count at the close of the evidence, but
once again the Circuit's findings preclude any claim premised on the view that one of the counts
of conviction was not legally valid. Further, a challenge to the legal viability of the securities
count is a claim that should have been raised on appeal but was not; the claim is thus barred
under the principles outlined in note 3.
The only allegation left, which unlike the other 16 does not serve as a preface to an underlying
claim of trial error, is an attack on counsel's qualifications (claim number 5), which, as addressed
4

Lack of prejudice, in tum, entirely disposes of the seventeen trial-based ineffectiveness
claims without the need to reach the question of deficient performance. See Strickland, 466 U.S.
at 697 ("there is no reason. for a court deciding an ineffective assistance claim ... even to address
both components of the inquiry if the defendant makes an insufficient showing on one. In
particular, a court need not determine whether counsel's performance was deficient before
examining the prejudice suffered by the defendant as a result of the alleged deficiencies. . .. If it
is easier to dispose of an ineffectiveness claim on the ground of lack of sufficient prejudice,
which we expect will often be so, that course should be followed.").
B.

Strickland Deficiency: Standard
Nevertheless, because ?f the seriousness of Mr. Barry's crimes, the length of his

sentence, the exorbitant length of the parties' submissions, and the parties' and Court's interest in
bringing true closure to the matter, the Court will briefly show that, in any event, none of the
allegations establishes deficient performance under prong one of Strickland.
To satisfy the deficiency prong of Strickland, Barry must show that counsel's
performance "fell below an objective standard ofreasonableness." 466 U.S. at 688. This
"requires showing that counsel made errors so serious that counsel was not functioning as the
'counsel' guaranteed by the Sixth Amendment." Id. at 687. Because "it is all too easy for a
court, examining counsel's [performance] after it has proved unsuccessful, to conclude that a
particular act or omission of counsel was unreasonable," id. at 689, the "[t]he reasonableness of
counsel's performance is to be evaluated from counsel's perspective at the time of the alleged
error and in light of all the circumstances, and the standard ofreview is highly deferential."
Kimmelman v. Morrison, 477 U.S. 365, 381 (1986). The reviewing court "must indulge a strong

infra at p. 14, is meritless. In any event, this claim, too, would fail on prejudice grounds in light
of the overwhelming evidence of Barry's guilt
5

presumption that counsel's conduct falls within the wide range of reasonable professional
assistance; that is, the defendant must overcome the presumption that, under the circumstances,
the challenged action might be considered sound trial strategy." Strickland, 466 U.S. at 689. In
short, "[t]he object of an ineffectiveness claim is not to grade counsel's performance," and
"[ c]ourts should strive to ensure that ineffectiveness claims not become so burdensome to
defense counsel that the entire criminal justice system suffers as a result." Id. at 697.

C.

Deficiency Analysis
Barry's trial-based claims advance a brand of allegation that has no place in genuine

Sixth Amendment or§ 2255 legal discussion. The assertions are largely petty disputes over
matters of trial strategy or proposed rewrites of small trial moments. They emanate not merely
from the vantage point of hindsight but from Barry's particularly unrealistic, often perfectionistic
wish-list. In short, Barry's con continues: as he is lacking neither in creativity, a facility with
rhetoric, or salesmanship, it is no surprise that the arguments he suggests counsel might have
advanced, the additional lines of questioning he proposes, and the alternative trial strategies and
maneuvers he envisions, are on the whole not unreasonable. But his latest con will not succeed.
Unlike his victims, the Court is not taken in by his glib assertions that do not withstand scrutiny
and are for the most part readily undermined by the trial record. The only question before the
Court under Strickland prong one is whether the performance of counsel, informed by strategic
choices made at the time and in light of the totality of the circumstances, met an objective
standard of reasonableness. The Court answers that straightforward question in the affirmative
on all seventeen of Barry's trial-based claims.
1. Counsel's Opening Statement

Barry's challenges the following portion of counsel's opening statement:

6

"Your house will always go up in value." Do you folks remember that one? A lot
of people bought into that for a long time. Families bought places they couldn't
afford, banks gave anyone who asked a mortgage, and the evidence in this trial
will show that Philip Barry bought into that same myth: that you can't lose in real
estate. And when that bottom burst, when that bottom fell out and the bubble
burst, everyone who made that bet lost money. Phil Barry lost big - His firm
collapsed. (Trial Tr. Nov. 9, 2010 at 45).
Barry devotes ten pages of interpretive analysis of this passage in an effort to establish
that it was "knowingly ... false" and that it "likely invoked antipathy and disdain" on the part of
the jury.
The allegations do not establish deficient performance. The challenged remarks simply
offer jurors a non-criminal and essentially irrelevant explanation for the fall of Barry's financial
operation (the portfolio known as the Leverage Group, into which investors funds were pooled)
by attributing its losses to the wider real estate decline rather than inherent Ponzi collapse,
certainly a "sound trial strategy." Strickland, 466 U.S. at 689. It is also reckless of Barry to
accuse counsel of "knowingly" delivering false remarks. Mr. Weil states in his declaration that
he believed that some of the losses Barry suffered were due to the real estate "bubble." 5 Weil
Deel. at ~4.

2. Theory of Innocence
(a) "Discretion." Barry claims that counsel "failed to develop and present a theory of
innocence." He asserts:
The government's case was substantially based upon the allegation that
investments were made without telling the investors what they were, or that were
different from what some investors were told they would be. The investments
were not managed separately for each individual investor, but were pooled into a
portfolio called the Leverage Group. If in fact Barry had wide discretion to select
and change investments and strategies for the group, as he asserted to counsel,
5

In any event, for reasons independent of the overall strength of the government's case, the
possibility of prejudice is foreclosed by the brevity of the remark and the fact that the Court
instructed the jury that the arguments of counsel are not evidence.
7

and if such discretion (or a reasonable doubt as to the lack thereof) had been
demonstrated to the jury, then acquittal would have almost certainly have been the
outcome. Clearly, the existence of discretion should have been the dominant
theory of innocence.
First, because it is simply a quarrel with a matter of trial strategy, the claim does not
establish deficient performance under Strickland. Counsel Lisa Hoyes states in her declaration
that co-counsel Michael Weil and she together determined, after "dozens of hours," that the most
cogent theory of defense was that Barry, with no intent to defraud, invested his clients' funds in
land that he genuinely believed would cover the return he promised, and that "hundreds of
hours" were devoted to the preparation and presentation of this theory. Hoyes Deel. at ~6.
Second, in any event, the record makes clear that counsel did place the discretion-theory
before the jury. See Trial Tr. Nov. 17, 2010 at 1104-06 (in summation, counsel notes that one
witness "said point blank that Mr. Barry had discretion to invest money as he saw fit," and
argues, inter alia, as follows: (i) "I submit that [Barry] was vested with discretion to invest the
money,"; (ii) "The investors ... gave him discretion to handle the money"; (iii) "I say without a
written contract, without an agreement, there is doubt about what was agreed to and how much
discretion Mr. Barry had"; and (iv) "I submit that [it] didn't matter to [the investors] if it was real
estate options or anything else."). 6
To the extent's Barry's claim is that counsel should have pressed the theory more
vigorously-he complains that there were "hundreds" of other investors "who would have
testified that Barry had full discretion over investments" but whom counsel did not call-it is
likewise meritless~ The government makes the astute point that counsel's options were severely
limited by Barry himself, who admitted in his pre-indictment meetings with the government that
6

Further, victim Manuel Tutunjian did answer "yes" when asked, on cross, whether he
"basically gave Mr. Barry discretion to invest the money that [he] invested with him." Trial Tr.
Nov. 10, 2010 at 478.

8

he purposefully hid from most of his investors the fact that he was using their money to buy real
estate because disclosing that fact would no doubt have triggered a "run on the bank." Had
counsel pressed the discretion theory more vigorously, the government could and no doubt
would have undermined that position by introducing Barry's contradictory proffer statements.
(b) "Liquidity. " Barry further complains that counsel failed to advance a theory of
innocence based on liquidity. He asserts:
Another component of the government's allegations was that of misrepresentation
of liquidity of investments. They supported this assertion by eliciting non-expert
'testimony that real estate is not liquid. Liquidity is however a relative term.
Investor witnesses testified that one of the desired aspects of their investments
was the ability to withdraw cash from their accounts within a reasonable time
when needed, i.e. the liquidity of their portion of the Leverage Group-not the
underlying investments. The subtle distinction is critical. A theory of innocence
of misrepresentation of liquidity was thus readily available to defense counsel, yet
they failed to use it. ...
Barry also complains that counsel should have called as trial witnesses "[ c ]ountless
former and partially liquidated investors" who "would have attested to having been able to
promptly withdraw from their accounts."
The assertions do not establish Strickland deficiency. As noted, counsel had a trial
strategy, so Barry's hindsight disagreement with counsel's choice in this regard is not actionable.
He also fails to name any of the "countless" liquidated investors he claims counsel should have
called.
Further, it is far from axiomatic that proof or zealous argument on the subject of liquidity
would have been exculpatory, since a signature feature of a Ponzi scheme is the illusion of
liquidity accomplished by the use of later investors' moneys to fund returns to earlier investors.
The record reflects that that counsel did introduce the essence of Barry's "liquidity" theory
during his opening statement but wisely did not dwell on it: "You heard [the prosecutor] call it a

9

'classic Ponzi scheme' maybe 15, 20 times. We all know how bad that sounds. But obviously,
we all know when you go into the bank, when you make a deposit, the next guy making a
withdrawal may take out the very same bills you deposit. So, you have to make a distinction
whether he's just doing that; whether he's just using his cash and liquidity that way or whether
that's his whole business model. It's an important distinction." Trial Tr. Nov. 9, 2010 at 48.
In sum, the manner in which counsel handled the concept of liquidity was sound,
reasonable and prudent.
3. Mens Rea Defense

Barry states that "passing mention was made of [his] lack of self-aggrandizement as
contrasted with the typical Ponzi operator or other fraudsters," but complains that "counsel failed
to coherently assemble these observations into a lack of criminal intent (mens rea) defense."
The claim does not establish deficient performance under Strickland and hardly warrants
discussion.
First, Barry's so-called "humble life style" was featured prominently in counsel's
opening and summation. Second, whether Barry realized any gain from the scheme was not an
element of the offense. Third, as evident by the government's reply summation, the same facts
could well have undermined a claim of innocence. For example, the government argued that
certain victims were "attracted to someone like Philip Barry, who doesn't buy the
Mercedes ... who is approachable." The government likewise argued: "It is not necessary that the
government proved that the defendant actually realized any gain from this scheme. How could
he? How can you []in a Ponzi scheme? One day it all collapses. It's a sham." Trial Tr. Nov. 17,
2010 at 1111-13. Thus, as the government observes, "although counsel was wise to assert a
'lack of self-aggrandizement' defense, counsel was even smarter not to dwell on it." Gov. Mem.

10

at 12.

4. Lack of Defense Witnesses.
Barry claims that his attorneys' decision not to call any defense witnesses is
"inexplicable." His motion describes several categories of possible witnesses. The first two
relate to the discretion- and liquidity-based defense theories already discussed in claim two,
above: i.e., the alleged "hundreds" of investor-clients who would have testified that Barry had
discretion to invest their money as he saw fit, and the "[w]itnesses involved in the financing and
selling of the Leverage Group's real property holdings" who "could have been used to counter
the government's claim that Barry misrepresented liquidity to prospective clients." Counsel's
elections to present the discretion theory with restraint and to forego the liquidity theory have
already been discussed in the context of claim two above. For those same reasons, counsel's
decision not to call witnesses on these subjects does not trigger deficiency or prejudice concerns
under Strickland.
Additionally, declarations from trial counsel, which the Court credits, establish that
counsel worked hard to explore Barry's desire to present discretion and liquidity witnesses. Lisa
Boyes attests that "[ c]ounsel contacted or attempted to contact every witness suggested by Mr.
Barry either in person or by telephone" and that "[c]ounsel additionally interviewed numerous
other potential witnesses about their dealing with Mr. Barry." Boyes Deel. at if7. Michael Weil
likewise attests that "at no point did Mr. Barry propose a specific fact witness that we did not
contact or attempt to contact." Weil Deel. at if6. Ms. Boyes further explains that, "[o]f the
witnesses we spoke to, several parroted the allegations in the indictment, but believed that Mr.
Barry was a good guy who didn't mean them harm," and that "[t]here were two people ... who
understood that Mr. Barry had invested their money in an upstate New York land venture."

11

Hoyes Deel. at if8. Finally, Ms. Hoyes advises that "[c]ounsel spent hours considering the
admissibility and strategic desirability of calling a few investors who were a) satisfied orb) did
not allege wrongdoing" and "made a tactical decision not to call any of the few potential defense
witnesses [they] identified." Id. at if9. Barry's claims relating to liquidity and discretion
witnesses thus fails to establish deficiency under Strickland.

See,~'

United States v. Eyman,

313 F.3d 741, 743 (2d Cir. 2002) ("A failure to call a witness for tactical reasons of trial strategy
does not satisfy the standard for ineffective assistance of counsel.").
Third in Barry's list of uncalled categories of witnesses is an "expert witness in retail
banking ... to refute" the government's evidence that many of the checks Barry wrote to his
investor-clients later bounced; Barry says that evidence is based on flawed methodology.
The claim is frivolous.
Barry's proposed counter-methodology smacks of horseplay befitting the con-artistry of
his crimes and the tenor of much of his section 2255 motion. Victims testified that their checks
from Barry bounced,

see,~'

Trial Tr., Nov. 9, 2010 at 166, and the government had available

to use as rebuttal Barry's proffer admission that he "frequently issued checks to investors
knowing that there was a high likelihood that they would bounce." (DE #37 at 8).
In any event, the controlling black letter principle-that the strategic decision not to call a
witness is not ineffectiveness-is not diluted where the witness in question is an expert, and both
members of Barry's trial team attest that the decision not to call an expert was of a strategic
nature. See Hoyes Deel. at ifl 1 ("With respect to expert witnesses, we determined that the only
type of expert witness who could have furthered our theory of defense was one who could opine
on the value of the land that Mr. Barry owned. To that end, we attempted to call Bill Rieber, a
real estate agent familiar with Mr. Barry's landholdings. We were precluded from presenting Mr.

12

Reiber's testimony at trial."); Weil Deel.

at~

6 ("Based on the trial testimony and proffer

statements, we determined that there was no expert whose testimony would have been admissible
and helpful after the Court's ruling [that] we could not call Mr. Rieber."). 7
Finally, Barry argues that counsel should have called a bankruptcy attorney, trustee, or
other bankruptcy expert "to explain and give perspective" to the audio recordings of bankruptcy
creditor meetings played at trial. He asserts that "[s]uch explanations would have balanced the
prosecution's intimation of sinister motives to Barry's personal Chapter 11 bankruptcy filing,"
and that "[a]ctual witnesses from the bankruptcy case such as Alan Nisselson, the courtappointed trustee, or Jacqueline Frome, assistant to the United States Trustee, would have
testified that contrary to the impression given by the government's selective playing of out-ofcontext portions of creditors meetings audio tapes, they found Barry to be a very cooperative
debtor." Barry further asserts that "in the absence of any bankruptcy witnesses, the jury was left
with the misconception that Barry was using the bankruptcy court for nefarious purposes,
thereby prejudicing him at trial ... and ... at sentencing."
Barry's creative suggestions do not establish that counsel's handling of the subjects in
question was deficient in any respect. Further, the government reports that it has been in contact
with Mr. Nisselson and that he represents that if he had been called, he would not have testified
as Barry describes.

5. Trial Counsel's Qualifications
Barry's complaint that his attorneys were not qualified to represent him because they

7

Barry's alternative claim that counsel was ineffective for not calling a witness from one of the
institutions where he banked to address the subject of bounced checks fails for the same reason.
Likewise, Barry's claim that counsel was ineffective for declining to cross-examine M&T Bank
Manager James Constanino is frivolous. The decision not to cross-examine a witness is a matter
of strategy.
13

were not specialists in securities law is not a basis for federal habeas relief. The Sixth
Amendment guarantees not a specialist but basic "competence." Oyague v. Artuz, 393 F.3d 99,
107 (2d Cir. 2004). Barry received such competence and more: both members of his trial team
are experienced federal criminal defense lawyers who, in total, have tried approximately thirty
cases to verdict. 8

6. "Speculation" by Robert Lundberg
Barry asserts that his trial lawyers were ineffective because they did not adequately
object to certain testimony offered by Lundberg as speculative. The assertion is baseless.
Counsel did object to Lundberg's testimony for precisely this reason. See Trial Tr. Nov. 15,
2010 at 874. He also points to the fact that, during a sidebar, the Court remarked upon the need
for the government to lay a better foundation for some of the views Lundberg was expressing,
but these remarks do not establish constitutionally deficient conduct by his trial counsel:
immediately following the sidebar, the government elicited the necessary foundation. Id. at 896
(referring back to the challenged testimony, the government asked Mr. Lundberg, "How do you
know that? Why do you say that?"). The remaining assertions in this sixth claim-such as his
attack on counsel for failing to object to one question as leading, and to another as "sly"-are
frivolous.

7. Lundberg's Prior Consistent Statements
Barry complains that, after the Court acknowledged in a sidebar that it should have
sustained earlier objections to certain testimony of Lundberg's as hearsay, counsel should have
8

Barry further complains that, because of their lack of expertise in securities law, his lawyers did
not move to dismiss the securities count of the indictment, did not challenge the government's
use of the term "Ponzi," and failed to object to the loss figures at sentencing. These allegations
reappear in later claims (numbers 17, 12, and 22, respectively) addressed infra.
14

done more, such as move to strike the statements, or request that the Court specify for the jury
which statements were hearsay. 9
Assuming this claim were cognizable, 10 the Court readily finds no deficient performance.
Because the sidebar did not immediately follow the testimony at issue, counsel did not act
unreasonably by electing not to call the jury's attention back to it.

8. Lundberg's Credibility
Barry's abuse of the Sixth Amendment guarantee is at its nadir with this claim, which
alleges that counsel was ineffective for "going easy" on Lundberg, and for failing to elicit from
Lundberg an express disavowal of testimony that, as Barry reads the transcript, Lundberg later
admitted he had made without full knowledge. Specifically, Barry asserts, "The problem is that
the answers elicited on cross examination were not utilized to expressly discredit the speculative
prejudicial answers that the witness had given on direct examination," and that"[ c]ompetent
counsel would have made certain that the nexus between the original answer and the answer
which discredited it was clear in the jurors' minds."
The claim does not establish deficient performance under Strickland.

9. Barry's Prior Sworn Bankruptcy Testimony
Barry complains that counsel was ineffective for failing to make a host of evidentiary
objections to the government's use of excerpts of audio tapes of creditor meetings from Barry's
9

The government asked Lundberg whether, when he met with government agents, he told them
that he had previously committed crimes. The Court initially overruled the hearsay objections.
Trial Tr. Nov. 15, 2010 at 851. Twenty-three pages later in the trial transcript the Court
remarked, in sidebar, that he should have sustained the objections. Id. at 874.
10

As noted in note 3 supra the underlying claim-that Barry Lundberg's prior consistent
statements were improperly admitted-was raised on Barry's direct appeal. Barry, 502 Fed.
Appx. at 86-87. As already noted, the Circuit held that because of the "overwhelming evidence
of Barry's guilt ... any evidentiary error was harmless." Id. at 87. Thus, the claim based on the
admission of Lundberg's prior consistent statements is barred from review on Section 2255.
15

bankruptcy case. He asserts, inter alia, that counsel should not have agreed to the playing of the
tapes, should have sought to introduce other portions under the rule of completeness (Rule of
Evidence 106), should have objected to the audio as "muddled," and should have further
objected to such inconsequential matters as the government's reference to the proceedings as
"hearings" and to the questioners as "bankruptcy attorneys" or "examiners."
No deficiency is established. Barry's recorded statements were of course admissible so
there was no basis for counsel to oppose their use, and the rest of the allegations are frivolous.

10. Peninsula Club Testimony
Barry's tenth claim is another hindsight perfectionist demand hardly worthy of
discussion, except to highlight that it illustrates how the availability of "ineffectiveness" claims
on 2255 leads to abuse of the writ.
Victim Philip Bray testified that Barry once told him that he (Barry) was a member of
"the Peninsula Club" at a New York hotel, The Peninsula. The government called the hotel's
Director of Revenue Management Alison Shewell, who testified that the hotel once had such a
club but that Barry was not a member. Defense counsel's cross-examination of Shewell exposed
that the hotel actually had two clubs, allowing for the suggestion that Barry had told Bray the
truth. The day after the defense rested, Barry presented his lawyers with his "Peninsula Hotel
Health Club photo ID membership card" and now asserts they were ineffective for failing to seek
to introduce the card by motion to re-open the defense case or by stipulation.
The pettiness of the claim speaks for itself. The Peninsula Club was a minor moment in
the trial (it was not mentioned by either side in summation) and Barry's membership in a club
was not one of the material misrepresentations he was charged with making to his victims.

16

11. Testimony Regarding Insufficient Funds Fees
Wendy Spaulding, the government's financial analyst who reviewed Barry's banking
records, testified that, according to the records, between February 2005 and July 2008, Barry
wrote a total of 1,623 bounced checks to his victims. Spaulding was asked to provide the "total
amount of fees associated with the bounced checks," and she stated, $46, 191. She described the
fees as "insufficient funds fees" that a bank "charges when there's an overdraft situation in the
bank account and checks are returned by the bank because there is not enough money in the
account to pay the checks." In his petition, Barry argues that Spaulding "was drawing a false
equivalency between the imposition of an insufficient funds fee, and the checks being returned
by the bank" because "[t]ypically, banks pay checks against uncollected or even insufficient
funds for their long established business customers." He asserts that "the vast majority of the
1,623 alleged bounced checks were paid by the bank against uncollected funds, or paid and
covered by a deposit or transfer into the account that day."
Barry once again frames a damaging feature of the prosecution's case against him as
somehow an indication that counsel was deficient: he asserts that counsel either should have
objected to Spaulding's testimony or used banking statements included in the discovery materials
to establish, through cross examination, that certain of the checks alleged to have bounced were
in fact paid. Barry's papers describe a conversation with counsel on the subject in which his
proposed course was rejected, with counsel advising Barry, in substance, "No, Phil, they
bounced"; neither of the counsel declarations addresses the matter.
Regardless, counsel's decision not to call further attention to the incriminating facts by
pressing the matter as Barry urges is sound strategy by any measure: as already noted, there was
victim fact testimony that checks from Barry bounced, and there loomed the risk of government

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rebuttal with Barry's proffer admission that he frequently wrote checks to his clients knowing
they would likely bounce. Accordingly, Barry has not established deficient performance with
respect to the bounced-checks testimony.

12. Use of the Term "Ponzi"
Barry complains that counsel did not do enough to prevent the government's use of the
term "Ponzi," which he claims is inflammatory and caused him prejudice because of his trial's
temporal proximity to the Bernard Madoff affair.
Assuming the claim is cognizable, 11 it does not establish deficient performance. Ms.
Hoyes states in her declaration that she and co-counsel determined that there was no legal basis
to exclude the use of the term "Ponzi scheme" in the presentation of the government's evidence,
and so they did not move in limine. Nevertheless, before the start of jury selection counsel did
object, twice, to the use of the term "Ponzi" on the ground that the word was not in the
indictment and was inflammatory. Once the Court determined that the term was appropriate,
however-as the word accurately described the indicted activity and aided the jurors'
understanding-it would have been futile for counsel to have pressed the point further.

13.

Cash Withdrawals and Checks Made Payable to Cash

Barry here seeks to revisit the portion of the trial during which a government financial
analyst testified that Barry wrote checks from the Leverage account payable to cash and that he
made substantial ATM cash withdrawals. Barry argues that "[t]his testimony created a
substantial risk that the jury would interpret this amount to have been investor funds that Barry
withdrew for his personal use," and that counsel should have done more to "dispel" this
11

As stated in note 3, supra, the underlying claim-that the term "Ponzi" was inflammatory and
unduly prejudicial-was raised in Barry's prose supplemental appellate brief and rejected by the
Second Circuit. See~' 502 Fed. Appx. at 88 ("We have considered all of Barry's remaining
arguments and find them to be without merit").
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"notion." Barry specifically asserts that records available to counsel could have been used to
show a correlation between some of the cash withdrawals or payable-to-cash check and the
funding of investor withdrawals.
The decision not to call undue attention to the testimony concerning cash was sound
strategy, particularly because the government already took the position that Barry used most of
the cash he got from investors to make payments to other investors (a key feature of a Ponzi
scheme) and that he did not spend lavishly on himself.

14. Allegedly "Pointless" and "Inadequate" Cross-Examinations
Barry cites the testimony of three government witnesses as occasions on which he feels
counsel could have conducted a lengthier or different cross-examination: Linda Seimars of the
Securities Investors Protection Corporation (SIPC), who testified principally that neither Barry
nor his entities was registered with SIPC; FBI Special Agent Theodore Cacioppi, who testified
about certain bounced checks; and victim Raymond Barglow, who testified that he gave
approximately $150,000 to Barry in 2008, asked for the money back several months later but did
not receive it.
The Court finds deficiency in the three challenged cross-examinations, notwithstanding
Barry's insistence to the contrary, which reflects the common lay misperception that longer is
better on cross.

15.

Counsel's Closing Argument

Barry claims that his attorney's summation, which spanned 29 transcript pages, was too
short, and that it omitted certain favorable cross-examination points. Decisions as to the content
of a closing argument are quintessentially strategic and tactical, and the Court finds that in this
case the summation reflected a sound strategy that satisfies the objective standard of

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reasonableness.

16.

The Government's Reference in its Rebuttal
Summation to Excluded Defense Evidence

Barry complains that his attorneys should have objected or requested a sidebar during the
government's rebuttal summation when the government stated: "There is no evidence in the
record whatsoever - other than Philip Barry's self-serving statements-that this land he bought
upstate is worth anything approaching what he owes his clients." Trial Tr. Nov. 17, 2010 at
1120. Barry describes this remark as "breathtaking in its audacity and impropriety" because the
defense had sought to introduce evidence on the subject in the form of expert testimony from real
estate agent Bill Rieber but the Court ruled it inadmissible.
The claim does not establish deficient performance. Whether Barry's real estate
transactions might net a profit that he could pass on to his investors was not relevant to-and
thus would not excuse-the falsity of the representations Barry made to his investors. Counsel
therefore was prudent in not objecting.

17.

A Motion to Dismiss the Securities Count

Claim number seventeen is based on the following colloquy, which occurred at the start
of the charging conference:
COURT: I almost asked you earlier in the day this question: is the Government
going to insist that we charge the jury on Count One? Or, to put it another way, do
we have a security here?
GOVERNMENT: We actually do your Honor. It's an investment contract under
the Howey test. 12
COURT: I don't disagree with you now that I've been educated a bit, but you
12

The reference is to SEC v. Howey, Co, 328 U.S. 293 (1946), which outlined a three-part test
for determining when investment contracts are securities.
20

can't help but wonder, you can't help but understand why I would ask that
question given what I've been hearing. That's the law side. On the practical side,
there's a fair question as to whether we need to throw the securities conspiracy at
them. I'll leave you with that thought to ponder over the weekend.
Barry claims counsel was ineffective for failing to move under Rule 29 to dismiss the the
securities count.
Even if cognizable independently under the Sixth Amendment, 13 the claim is meritless.
Barry overlooks the key component of the Court's remarks-"! don't disagree with you now that
I've been educated a bit ... [t]hat's the law side"-which are dispositive of the deficiency and
prejudice inquiries under Strickland. Simply put, regardless of the Court's practical concerns, it
would not have had a legal basis for dismissing Count One. See generally S.E.C. v. SG Ltd., 265
F.3d 42, 51 (1st Cir. 2001) (Ponzi scheme typically involves a "security" within the meaning of
federal securities law). Thus, counsel's election not to move to dismiss was entirely appropriate.

PART II: THE SENTENCING CLAIMS
The six branches of Barry's claim alleging ineffectiveness during the sentencing phase of
his case do not require extensive discussion.

18. Lack of Bail Application
Barry complains that counsel should have scheduled a bail hearing following the verdict.
This claim does not establish deficient performance. Ms. Boyes states in her declaration that
"numerous efforts" were made "to assemble a bail package after Mr. Barry was remanded" but
that "[t]here were no appropriate sureties willing to sign a bond after the verdict." Boyes Deel.
at ~15. Further, as the Court to whom the bail application would have been made, this Court can
13

As the Court observed in note 3, the underlying legal claim-that there was a lawful basis to
dismiss the securities count-could and should have been raised on direct appeal. Because Barry
did not do so, he is barred from raising it here. Frady, 456 U.S. at 164-65; Zhang, 506 F.3d at
166. And, as noted with respect to other claims, the availability on 2255 of Sixth Amendment
packaging does not revive a barred appellate claim.
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confidently say, given the overwhelming evidence of Barry's guilt, his awareness that he faced a
substantial sentence, and the apparent absence of any viable appellate issues, that the application
would have been denied. Accordingly, counsel cannot be faulted for not seeking Barry's
release.

19. Lack of Fatico Hearing
Barry claims that counsel was ineffective for failing to request a hearing to present
evidence to refute the bankruptcy fraud sentencing enhancement. Both the deficiency and
prejudice questions are foreclosed by the sentencing portion of the Second Circuit's decision on
Barry's appeal.

14

In rejecting Barry's sentencing claims, the Circuit could "identify no

procedural defect in the district court's factfinding," Barry, 502 Fed. Appx. at 87, and concluded:
"Considering the serious nature of Barry's crime, the length of time over which he perpetrated it,
and its impact on so many victims, we cannot conclude that a 20-year sentence was outside the
broad range of permissible decisions available to the sentencing court." Id.
More specifically, the Circuit rejected Barry's claim "that the evidence does not support a
finding that his actions in the bankruptcy proceeding evidenced intent to defraud." Id. The
Circuit found that "[t]he record ... reflects that Barry omitted basic information concerning his
assets and creditors in his initial bankruptcy petition" and "he repeatedly sought to reduce his
culpability in the bankruptcy proceedings by misrepresenting amounts of loss by over $10
million and by refusing to answer questions directly." Id. at 87-88. Further, the Circuit
concluded that "[t]hese omissions and misrepresentations were so blatant as easily to support a
preponderance finding that Barry acted with the deceit necessary for a § 2B 1.1 (b)(8)(B)
enhancement." Id. at 88.
14

The fact that Barry received a sentence well below the Guideline advisory range further
demonstrates the absence of prejudice
22

The hearing Barry contemplates would have been futile and no doubt very imprudent.

20. Bankruptcy Court Record
Barry complains that counsel was ineffective for appearing at his sentencing without the
full publicly available record of his bankruptcy proceeding and for not utilizing parts of it that he
asserts could have helped refute the bankruptcy fraud enhancement.
The Circuit's findings on the bankruptcy fraud enhancement again control. The claim
therefore fails to establish deficiency or prejudice under Strickland for the reasons discussed with
respect to the foregoing claim.

21.

Guideline Citation Error

Barry claims that the bankruptcy fraud enhancement was incorrectly assessed because
counsel allegedly failed to cite the applicable Guidelines requirements for its imposition. The
claim is rejected as frivolous.

22.

Validity of the Victim Loss Affidavits

Barry claims that counsel failed to check the validity of the loss affidavits by crosschecking the asserted figures against other records, resulting in substantial error in the
calculation of the loss figure.
The claim is meritless in light of the Second Circuit's decision on the underlying issues.
Reviewing for plain error, the Circuit rejected Barry's appellate challenge to loss amount and
number of victims, finding that "the record clearly supports application of the challenged
enhancements because Barry cannot show any error, let alone plain error." Barry, 502 Fed.
Appx. at 88. The Circuit found that "[t]he factual findings of the PSR, which the district court
adopted, presented detailed information culled from victims' loss affidavits showing a total loss
of $24,731,184 to 333 separate investor victims," and that "[t]his was sufficient to support a 22-

23

level loss enhancement pursuant to U.S.S.G. § 2Bl(b)(l)(l) (adding 22 levels for loss exceeding
$20 million) and a 6-level victim enhancement pursuant to U.S.S.G. § 2Bl .l(b)(2)(C) (adding 6
levels for offense involving more than 250 victims)." Id.
As regards the efforts of counsel, the Court notes that in his declaration, Mr. Weil states
that Ms. Boyes and he "had lengthy discussion with Mr. Barry about the loss amount" but that
"[t]here was no theory available that would bring the loss below $20 million, the [applicable]
guideline threshold." Weil Dec. at ~8.
Additionally, as noted, the fact that Barry received a sentence substantially below the
Guideline advisory range further demonstrates the absence of prejudice.

23.

Reasonable Foreseeability of Victims' Pecuniary Harm

Barry asserts that counsel was deficient for failing to argue that the harm suffered by his
victims was not "reasonably foreseeable" within the meaning of U.S.S.G. §2Bl.1 The claim is
frivolous: counsel was prudent, not deficient, for declining to make an argument so belied by the
trial evidence.

CONCLUSION
For the reasons discussed, Philip Barry's application for relief under 28 U.S.C. § 2255 is
denied. Because Barry has not "made a substantial showing of the denial of a constitutional
right," 28 U.S.C. § 2253(c)(2), a certificate of appealability will not issue.
SO ORDERED.
Dated: Brooklyn, New York
June~ 2015

/s/ Judge Raymond J. Dearie

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