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(the defendant's conviction stands)CriminalCourt of AppealsAppeal
United States v. Monteiro
- Court
- Court of Appeals for the First Circuit
- Decided
- Oct 8, 2026
- Docket
- 24-2020
- Judges
- Not listed
Detailed analysis & 3-line summary
AI breakdown
Where this case stands
District court: upheld the admission of officer testimony regarding drug parcels.
This decision · Appeal
(the defendant's conviction stands)
TL;DR
- 1The defendant was involved in a scheme to distribute cocaine using the postal system.
- 2The court upheld the defendant's conviction despite the claim that officer testimony about parcel contents was improper.
- 3The court decided the testimony was fair as it was based on officers' experience with similar cases.
Key issues
- 1
Was the admission of officers' testimony about the unopened parcels correct?
Holding · The court found no error as the testimony was based on their experience, which is permitted under the rules for lay opinions.
Why it matters
This decision affects how officer testimony is used in drug-related cases, particularly when determining the contents of items not directly examined.
If you were the judge?
Did officers go too far saying parcels had cocaine inside?
- 1The defendant was caught in a major drug conspiracy involving cocaine shipments from Puerto Rico.
- 2Officers testified that unopened parcels linked to the defendant were believed to contain cocaine.
- 3The defendant argues this testimony was improper and seeks to challenge his conviction.
Did officers go too far saying parcels held cocaine?
Parties
Prosecution
United States
Appellee
Monteiro
Roles are inferred from the case caption.
Opinion of the court
United States Court of Appeals
For the First Circuit
No. 24-2020
UNITED STATES,
Appellee,
v.
ROBERT MONTEIRO,
Defendant, Appellant.
APPEAL FROM THE UNITED STATES DISTRICT COURT
FOR THE DISTRICT OF MASSACHUSETTS
[Hon. F. Dennis Saylor, IV, U.S. District Judge]
Before
Barron, Chief Judge,
Lynch and Gelpí, Circuit Judges.
Ruth O'Meara-Costello, with whom Law Office of Ruth
O'Meara-Costello, were on brief for appellant.
Robert Monteiro, pro se, was on supplemental brief for
appellant.
Mark T. Quinlivan, Assistant United States Attorney, with
whom Leah B. Foley, United States Attorney, were on brief for
appellee.
October 8, 2026
LYNCH, Circuit Judge. Robert Monteiro appeals from his
conviction and sixty-nine month sentence for one count of
conspiracy to distribute and to possess with intent to distribute
a controlled substance under 21 U.S.C. § 846. Monteiro
challenges: (1) the admission of lay opinion testimony under
Federal Rule of Evidence 701 from two law enforcement officers,
(2) the admission of flight records and testimony by his
co-defendant and cooperating witness under Federal Rules of
Evidence 404(b) and 801(d)(2)(E), and (3) the sufficiency of
evidence at trial. In a pro se supplemental brief, Monteiro also
challenges: (4) the admission of his co-defendant's testimony on
Confrontation Clause grounds, (5) the district court's factual
findings underlying his sentence, and (6) the district court's
inclusion of a fact he says is not in evidence in its order on his
postconviction motions. Monteiro raised, and the district court
rejected, many of the same arguments in his postconviction motions
under Federal Rules of Criminal Procedure 29 and 33.
For the reasons outlined below, we affirm Monteiro's
conviction and sentence.
I.
A. Record of Facts
As Monteiro challenged the sufficiency of the evidence
supporting his conviction, we recite the facts in the light most
favorable to the jury's verdict. United States v. Evans, 143
- 2 -
F.4th 1, 5 (1st Cir. 2025). As to his other claims, the standard
of review varies, as described below.
In February 2020, the U.S. Postal Inspection Service
(USPIS) and federal and state law enforcement began investigating
a drug-trafficking operation led by Patrick Joseph. Pursuant to
a search warrant, officers searched ten parcels mailed through the
U.S. Postal Service (USPS) from Puerto Rico to Massachusetts and
found that each contained two kilograms of cocaine concealed in
air fryers or cash boxes. They also observed the delivery of
companion parcels which shared many characteristics with the ten
opened parcels, but which were not seized and opened.
In total, officers identified over 300 parcels connected
to this operation. The opened parcels and companion parcels
shared many indicia of drug trafficking: a name of a real person
as the recipient, a shared last name between the sender and
recipient, inconsistencies between the names and addresses on the
CLEAR database, use of priority mail or priority mail express,
cash payment, similar high weights and postage amounts,
handwritten labels, and origination from Puerto Rico, a known
location for cocaine shipments.
After parcels were delivered, co-conspirators brought
them to Joseph in exchange for $500-$1,000 or cocaine. Joseph
also paid $500-$1,000 to co-conspirators who provided addresses to
receive parcels.
- 3 -
Officers linked eleven parcels connected to the
operation to Monteiro. Five parcels had listed him as the
recipient and another four were sent to his residence at 91
Highland St., Apt. 1. On May 18, 2020, Monteiro messaged Joseph
a name and an address, 24 Banks St., Apt. 3. Two parcels
identified by investigators were sent to that address, one on
June 8, 2020, and the other on July 7, 2020.
On June 20, 2020, Massachusetts State Police Trooper
Lynch observed Monteiro, Joseph, and a co-conspirator, Donald Cue,
enter Joseph's stash house and leave approximately twenty-five
minutes later. According to Cue, who testified as a cooperating
witness for the prosecution, while inside, Joseph broke off a
portion from a brick of cocaine, weighed it, and gave the portion
to Monteiro. On another occasion, Cue went with Joseph to
Monteiro's house to pick up over $5,000 that Monteiro owed Joseph
for cocaine.
On August 31, 2020, officers observed a USPS parcel
delivery at Monteiro's residence. Shortly thereafter, Monteiro
took the parcel inside and left his house carrying a satchel and
a white rectangular object. Trooper Lynch attempted to follow
Monteiro's car but abandoned the effort as unsafe after Monteiro
made quick turns on side streets.
In March 2021, officers obtained warrants to intercept
wire and electronic communications of Joseph and Cue. On
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April 10, 2021, Monteiro called Joseph, who told Monteiro to "head
over there right now," referring to 100 Liberty Place, Apartment
13E, which Joseph used as a stash house for cocaine. Monteiro
replied, "[a]lright I'm gonna throw some clothes on and I'm gonna
head over there" before officers saw both men arrive at the
apartment. Detective Miskell followed Monteiro from the Liberty
Place apartment to Randolph Shopping Plaza, where Monteiro parked
in front of the postal center. There, Detective Wright saw a SUV
stop behind Monteiro's car. Monteiro put a white object in the
SUV through the passenger side window and took out what appeared
to be a Foot Locker bag, which he then put in his own car. Although
Detective Wright could not see inside the bag, he could tell that
it was not weighty enough to contain shoes. Detective Wright
testified, based on his experience having observed over one
thousand drug transactions, that this appeared to be a drug
transaction.
On April 17, 2021, officers intercepted a call in which
Joseph told Monteiro, "I got something that you can have them try,"
and "so when you come just re . . . return the pair that don't
fit." U.S. Postal Inspector Powers testified that this was code
for returning a bad batch of cocaine.
In May 2021, officers executed a search warrant on 100
Liberty Place, Apartment 13E and recovered twelve kilograms of
cocaine. Officers also executed a search warrant on Monteiro's
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residence and seized a digital scale and a cell phone Monteiro
used to communicate with Joseph.
Inspector Powers interviewed Cue, who informed him of a
prior conspiracy to import cocaine from Haiti between 2011-2015
involving Joseph, Cue, and Monteiro. Inspector Powers obtained
Monteiro's travel records from U.S. Customs and Border Protection,
which showed Monteiro had made five short trips to Haiti between
2011-2015.
Monteiro and ten co-conspirators were charged with one
count of conspiracy to distribute and possess with intent to
distribute a controlled substance under 21 U.S.C. § 846. Monteiro
was tried alone and convicted after a four-day jury trial.
B. Trial
1. State Trooper Lynch's Testimony
Trooper Lynch testified that he had eighteen years of
experience as a state trooper, including seven years on the Norfolk
County District Attorney's Office's Narcotic Unit and four years
with the Massachusetts State Police, narcotics section, where he
was a task force officer with USPIS. He stated that his "primary
responsibility [with USPIS] is to identify and investigate
shipments of narcotics shipped through the U.S. mail."
Trooper Lynch further testified that based on his
training and experience he knew that drug parcels are usually
shipped through priority mail express or priority mail so that
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drug traffickers can track the parcels, postage is always paid for
in cash since it is more difficult to trace than a credit or debit
card, the listed sender does not exist at the return address, the
sender is given the same last name as the recipient to make it
look like a gift, and the label is handwritten. Trooper Lynch
also explained:
[Drug traffickers] will use a real person's
name [as the recipient] because sometimes
packages get held up at post offices, and in
my training and experience through this
investigation and other investigations, when
that package gets held up at the post office,
if you have the real person's name as the
recipient, that person can go to the post
office, show an I.D. that that is the real
person, and they could pick up the package.
Other than objecting to the form of the question as leading,
Monteiro did not object to this testimony. Trooper Lynch
explained that the parcel he observed Monteiro retrieve from his
porch, as well as other parcels identified by investigators, had
each of those indicia of drug dealing. This exchange between the
government and Trooper Lynch followed:
Q. And based on your training and
experience, if a parcel has all of the
indicators that you've talked about, how often
have you found drugs when you've searched
those parcels?
A. When these packages have come from
Puerto Rico and they've contained all these
characteristics, every time, sir.
Q. And based on your training and
experience and in combination with all the
indicators you mentioned, what did you believe
the parcels depicted in Exhibit 33 contained?
- 7 -
A. Cocaine, sir.
Monteiro did not object to this testimony. When asked on
cross-examination about his opinion that these parcels contained
cocaine, Trooper Lynch answered, "[t]hat's what I believed, sir,
and everybody else in the investigation believed the same."
Monteiro did not object or move to strike this statement.
2. Postal Inspector Powers' Testimony
Postal Inspector Powers testified that he had worked as
a postal inspector since 2019, and before that, worked in the USPS
Office of the Inspector General for fourteen years. He
corroborated Trooper Lynch's testimony as to the common
characteristics of cocaine parcels from Puerto Rico. After the
district court's partial denial of Monteiro's motion in limine to
exclude testimony, Inspector Powers testified, "[o]ftentimes based
on my experience, shippers of narcotics will use a real person's
name on a package. . . . That person typically is trusted by the
organization, and they use a trusted person to ensure that the
package is delivered properly and not returned to sender." And
when a parcel is held at the local post office, the recipient
"would have to physically go to that post office and present an
I.D. with the name matching the name that's listed on the package."
Turning to this case, Inspector Powers testified that
they seized ten parcels that each contained two kilograms of
cocaine and identified numerous other companion parcels. He
- 8 -
testified, over objection, "I believe that each package, each
companion package that I identified in the investigation each
contained 2 kilograms of cocaine." The district court admitted
the testimony and instructed the jury that "this is the witness's
inference from these other characteristics. As I understand it,
these packages were not opened and the contents assessed and tested
and all of that."
Inspector Powers also testified to his interview with
Cue, and how he obtained Monteiro's flight records showing five
trips to Haiti between 2011-2015, to corroborate that interview.
3. Co-Defendant and Cooperating Witness Donald Cue's
Testimony
Donald Cue testified that he first learned in 2014 or
2015 that Joseph had people smuggle cocaine into the United States
from Haiti. In 2015, Joseph asked Cue if he knew anyone who could
travel to Haiti to retrieve cocaine. Joseph told Cue that Monteiro
"has done it before, it was easy." Cue also testified that Joseph
later told him that Monteiro retrieved cocaine parcels from Puerto
Rico for Joseph.
Prior to trial, the government filed a motion in limine
to admit Cue's Haiti testimony and Haiti flight records under Rule
404(b) for the purpose of showing Monteiro's intent, preparation,
plan, knowledge, absence of mistake, and lack of accident. The
government later supplemented the motion to address hearsay
- 9 -
concerns and argue for admissibility under Rule 801(d)(2)(E).
Monteiro opposed the motion on the same grounds he argues
here -- that the evidence was inadmissible character evidence and
hearsay. The district court granted the government's motion,
saying it found "that there is special relevance within the meaning
of 404(b)" and "the possibility of unfair prejudice is limited."
As to the hearsay concerns, the district court provisionally
admitted Joseph's statements about Monteiro's involvement with the
Haiti conspiracy. At the close of the government's case-in-chief,
the district court ruled that Joseph's statements were admissible.
Monteiro did not object.
C. Sentencing
On October 24, 2024, the district court sentenced
Monteiro to sixty-nine months' imprisonment followed by three
years of supervised release. Monteiro's sentence was calculated,
in part, by the amount of cocaine attributable to him. Monteiro
objected to the district court's calculation that attributed to
him twenty-two kilograms of cocaine. The district court explained
that the drugs attributed to him for sentencing are ones that the
court found, by a preponderance of the evidence, he had handled,
had anticipated handling, or had reasonably foreseen other
co-conspirators handling. And those are the eleven parcels, at
- 10 -
two kilograms per parcel, addressed to him, shipped to his
residence, or shipped to the address he provided Joseph.
Monteiro argued that it was "theoretical" to assume that
the eleven parcels that were never seized or opened contained two
kilograms of cocaine each, and the district court should only
consider the cocaine that Cue witnessed Joseph break off from a
brick and give to Monteiro. The district court rejected
Monteiro's arguments.
Following the entry of the judgment, Monteiro filed a
notice of appeal, which was stayed pending the resolution of his
postconviction motions.
D. Postconviction Motions
Monteiro filed a motion for a judgment of acquittal
pursuant to Rule 29(c)(1). He argued that the evidence, in the
light most favorable to the verdict, was insufficient for a
rational jury to find beyond a reasonable doubt that Monteiro
knowingly joined the conspiracy and knew of the contents of the
parcels. Monteiro also filed a motion for a new trial pursuant
to Rule 33. Monteiro challenged the admission of flight records
showing Monteiro's trips to Haiti between 2011-2015 and argued
that the district court predicated the admission of Cue's testimony
on the assumption that the events in Haiti and Puerto Rico
constituted the same conspiracy but did not establish that fact.
- 11 -
Monteiro also made additional arguments not relevant to this
appeal.
In denying both motions, the district court held that
the evidence at trial "readily permitted a rational jury to
conclude that the defendant knowingly and willfully participated
in the conspiracy." The court also held that the Haiti evidence
"does shed substantial light on defendant's knowledge of and
willing participation in the charged drug conspiracy," and at the
very least, is "evidence of his awareness of Joseph's
drug-trafficking practices."
II.
A. Challenges to the Officers' Lay Opinion Testimony
Monteiro challenges the admission of Trooper Lynch's and
Inspector Powers' lay opinion testimony: (1) that they believed
certain parcels linked to him contained cocaine and (2) that
shippers of narcotics use a trusted person's real name as the
recipient of parcels.
1. Law Enforcement Testimony that Certain Unopened Parcels
Contained Cocaine
Monteiro did not object to Trooper Lynch's testimony
that he believed certain parcels, one of which was addressed to
Monteiro, contained cocaine, that the parcel delivered to Monteiro
and which Monteiro was observed picking up contained cocaine, and
that "everybody else in the investigation believed the same," so
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review is for plain error. See Evans, 143 F.4th at 13. Monteiro
did object to Inspector Powers' testimony that he believed the
companion parcels identified in the investigation, but not seized,
contained two kilograms of cocaine, so review is for abuse of
discretion. See United States v. Ross, 171 F.4th 522, 528 (1st
Cir. 2026) (citation omitted). If there is an abuse, we will
reverse only if the error was not "harmless." United States v.
Kilmartin, 944 F.3d 315, 338 (1st Cir. 2019). An error is harmless
if "it is 'highly probable' that the error did not contribute to
the verdict." United States v. Villa-Guillen, 102 F.4th 508,
519-20 (1st Cir. 2024) (quoting Kilmartin, 994 F.3d at 338).
As to Trooper Lynch's testimony, we see no plain error
because no binding authority has addressed this precise question,
as Monteiro admits. As to Inspector Powers' testimony, it was
largely cumulative of Trooper Lynch's testimony. In any event,
if there was any error, the error was harmless because it is highly
probable that the challenged testimony did not contribute to the
guilty verdict that Monteiro was a knowing co-conspirator in this
large cocaine conspiracy.
Lay opinion testimony must be "(a) rationally based on
the witness's perception; (b) helpful to clearly understanding the
witness's testimony or to determining a fact in issue; and (c) not
based on scientific, technical, or other specialized knowledge
within the scope of Rule 702." Fed. R. Evid. 701. We have
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consistently held that, consistent with Rule 701, law enforcement
witnesses may offer lay opinions informed by their on-the-job
experiences in investigations similar to the one at issue here.
See United States v. Valdivia, 680 F.3d 33, 50-51 (1st Cir. 2012)
(affirming the admission of an officer's lay testimony that drug
traffickers often list unrelated third parties as their
telephones' subscribers based on experience investigating other
drug trafficking schemes); United States v. Maher, 454 F.3d 13, 24
(1st Cir. 2006) (finding no error in the admission of lay testimony
that a Post-it note with "4" next to a name represented an order
of four ounces of cocaine based on the law enforcement witness's
previous experience with drug investigations); United States v.
Ayala-Pizarro, 407 F.3d 25, 29 (1st Cir. 2005) (allowing officer's
lay testimony based on prior drug arrests that heroin seized at
drug points is typically packed in aluminum decks, and the heroin
there was "[i]n a shape or manner of a deck").
Prior on-the-job experience may form the basis of lay
opinion testimony so long as it is "rationally based on the
witness's perception." Fed. R. Evid. 701(a); see also Valdivia,
680 F.3d at 50-51. Both officers testified based on their training
and experience, including "[h]undreds" of narcotics cases, and
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Inspector Powers testified to seizing "[h]undreds" of parcels in
his career.1
Monteiro does not contest the admission of testimony
regarding the characteristics that the parcels linked to him shared
with other cocaine parcels. He only challenges the officers'
testimony that, based on those characteristics, the parcels in
question, which were never opened, contained cocaine. His
position has some support. As we have previously noted, it is a
somewhat different issue whether the officers' testimony should
have drawn the conclusion they did. See Ayala-Pizarro, 407 F.3d
at 29 (allowing lay testimony that, similar to prior
investigations, the heroin was packaged "[i]n a shape or manner of
a deck," while noting that "[t]he jury was left to draw its own
conclusions as to the contents and purpose of the decks,
undoubtedly assisted by the fact that the 153 decks seized in this
1 As was discussed at oral argument, not all types of law
enforcement "training" are based on the officer's perception and
can form the basis for a lay opinion under Rule 701. The
government repeatedly framed its questions to both officers with
"based on your training and experience" but never elicited
testimony as to the underlying training. The officers testified
based on their on-the-job experiences with other drug
investigations and opening parcels in those investigations. For
Monteiro's challenge to testimony regarding drug traffickers'
typical practice of using a trusted person's name, he argues that
Trooper Lynch's testimony leaves open the possibility that all the
facts he learned came from training. The government could avoid
any ambiguity in the future by having officers testify to the
specifics of their training or only to on-the-job experiences.
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case, when tested, in fact contained heroin" (first alteration in
original)).2
Assuming, without deciding, that the district court
erred in allowing the officers to testify to their beliefs about
the contents of the parcels, any resulting error was harmless.
When evaluating the impact of evidence at trial, the harmless error
standard "directs us to consider the 'centrality of the tainted
material, its uniqueness, its prejudicial impact, the uses to which
it was put during the trial, the relative strengths of the parties'
cases, and any telltales that furnish clues to the likelihood that
the error affected the factfinder's resolution of a material
issue.'" Villa-Guillen, 102 F.4th at 520 (quoting Kilmartin, 944
F.3d at 338). The strength of the government's evidence of guilt
is "normally the most important integer in the harmlessness
equation." Kilmartin, 944 F.3d at 338. We "may find an error
harmless when the properly admitted evidence, in and of itself,
furnished overwhelming proof of the defendant's guilt." Id.
The evidence of Monteiro's participation in the charged
conspiracy was overwhelming. Among other evidence, there was
evidence of Monteiro's communications with Joseph about replacing
a bad batch of cocaine and giving Joseph an address to ship drugs
2Here, the government could have avoided the issue of whether
such questioning is consistent with Rule 701 by not asking the
final question that elicited the officers' beliefs.
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to, the meeting at Joseph's stash house in which Joseph gave
Monteiro cocaine, Joseph picking up from Monteiro $5,000 that
Monteiro owed for cocaine, Joseph's statement that Monteiro picked
up cocaine parcels for him, evidence of Monteiro's involvement in
the Haiti conspiracy, and the drug transaction in the Randolph
Shopping Plaza.
2. Lay Testimony that Shippers Use Names of Trusted People
Monteiro argues that the district court erred in
admitting Trooper Lynch's and Inspector Powers' lay testimony that
drug traffickers typically use the names of trusted people as
recipients, asserting that the district court relied on
inapplicable Supreme Court precedent and the testimony could only
be offered as expert testimony under Rule 702. We reject the
argument and bypass the issue of whether Monteiro has either waived
or forfeited the argument.
The parties disagree over whether the district court's
ruling on the motion in limine was unconditional, preserving the
issue for appeal, or conditional, requiring Monteiro to object
during the trial.3 Monteiro objected to the government's question
3 Prior to trial, Monteiro filed a motion in limine to
exclude testimony as to his mental state, specifically whether he
knew the parcels contained cocaine. He objected on the grounds
that his mental state would not be within the "personal knowledge"
of the officers under Fed. R. Evid. 602. He also conceded that,
although Rule 704(b) prevents expert witnesses from testifying to
whether the defendant had a mental state that constitutes an
element of the charged offense, they can testify to predicate facts
- 17 -
to Trooper Lynch of whether people shipping drugs typically use a
real name as the recipient as leading, but that does not preserve
objections on other grounds. See United States v.
Concepcion-Guliam, 62 F.4th 26, 32 n.4 (1st Cir. 2023) (citing
United States v. Iwuala, 789 F.3d 1, 7 (1st Cir. 2015)).
The district court did not abuse its discretion in
concluding that Trooper Lynch's and Inspector Powers' testimony
falls squarely under First Circuit precedent allowing lay
testimony based on specialized knowledge obtained while on the
job. See Maher, 454 F.3d at 24; see also Ayala-Pizarro, 407 F.3d
at 28 (holding that an officer's testimony explaining how drug
points typically operate is admissible under Rule 701 because it
was based on "particularized knowledge that the witness [had] by
virtue of his . . . position" as a police officer (quoting Fed. R.
Evid. 701, advisory committee's note)). Both officers testified
from which the jury could infer that mental state. See United
States v. Soler-Montalvo, 44 F.4th 1, 14 (1st Cir. 2022) (citing
United States v. Henry, 848 F.3d 1, 11 (1st Cir. 2017)). The
government argued that the testimony is admissible given Diaz v.
United States, 602 U.S. 526 (2024), in which the Supreme Court
held that expert testimony that "'most people' in a group have a
particular mental state is not an opinion about 'the defendant'
and thus does not violate Rule 704(b)." Id. at 538. In Diaz, an
expert witness in law enforcement testified that "most" couriers
know that they are transporting drugs. Id. at 530. In a pretrial
conference, the district court applied Diaz and ruled that the
testimony that drug traffickers typically use the names of trusted
people as recipients is admissible.
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that their opinions were based on their extensive experience
investigating drugs sent through the mail.4
B. Challenges to Haiti Conspiracy Evidence
Monteiro challenges the admission of Customs and Border
Protection records showing Monteiro's trips to Haiti and Cue's
testimony that Joseph told him that Monteiro used to smuggle
cocaine from Haiti, as he argues that this evidence is inadmissible
character evidence under Rule 404(b) and that Joseph's statements
are hearsay. In his pro se brief, Monteiro also argues that
Joseph's statements violate the Confrontation Clause of the Sixth
Amendment. There is no error.
1. Rule 404(b)
Monteiro preserved his objection on Rule 404(b) grounds,
so review is for abuse of discretion. Ross, 171 F.4th at 528.
Likewise, review of a district court's denial of a motion for a
new trial is for abuse of discretion. United States v. French,
977 F.3d 114, 121 (1st Cir. 2020) (citing United States v.
Paniagua-Ramos, 251 F.3d 242, 249 (1st Cir. 2001)).
4 Monteiro argues for the first time on appeal that this
testimony should have been offered as expert testimony subject to
the requirements of Rule 702. We review for plain error, see
United States v. Duarte, 246 F.3d 56, 60 (1st Cir. 2001), and we
find none. Monteiro asks this court to reevaluate its precedents
that draw the line between Rule 701 and Rule 702, citing to the
Valdivia concurrence. Under the law of the circuit doctrine, we
are bound by prior panel decisions, see United States v. Robertson,
162 F.4th 209, 249-50 (1st Cir. 2025), and Monteiro does not argue
that an exception to the doctrine applies.
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Under Rule 404(b), "[e]vidence of any other crime,
wrong, or act is not admissible to prove a person's character in
order to show that on a particular occasion the person acted in
accordance with the character," but it "may be admissible for
another purpose, such as proving motive, opportunity, intent,
preparation, plan, knowledge, identity, absence of mistake, or
lack of accident." Fed. R. Evid. 404(b)(1), (2). Under the First
Circuit's two-part test, prior bad acts evidence is admissible if
it has "special relevance," meaning it is probative of one of the
permissible uses under Rule 404(b)(2), and the probative value is
not "substantially outweighed by the danger of unfair prejudice"
under Rule 403. United States v. Aguilar-Aranceta, 58 F.3d 796,
798 (1st Cir. 1995).
The government correctly argues there was no abuse of
discretion because the evidence is highly probative of Monteiro's
knowledge of Joseph's drug trafficking operation and his
willingness to participate in it. In United States v. Doe, 741
F.3d 217 (1st Cir. 2013), this court upheld the admission of
evidence of a defendant's prior drug transactions to show his
knowledge that the substance he provided to an undercover agent
was crack cocaine, and that he intended to sell crack cocaine to
the undercover agent. Id. at 230-32; see also United States v.
Manning, 79 F.3d 212, 217 (1st Cir. 1996) ("[W]hen charges of drug
trafficking are involved, this court has often upheld the admission
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of evidence of prior narcotics involvement to prove knowledge and
intent." (citation omitted)). Here, the Haiti evidence is
probative of Monteiro's knowledge of the Puerto Rico conspiracy
and his intent to further the aims of the conspiracy, two elements
that the government must prove. See United States v. Sepetu, 176
F.4th 104, 112 (1st Cir. 2026).
We reject Monteiro's argument that the special relevance
is diminished when the evidence is "considered in light of the
remoteness in time of the other act and the degree of resemblance
to the crime charged." United States v. Frankhauser, 80 F.3d 641,
648 (1st. Cir. 1996) (quoting United States v. Fields, 871 F.2d
188, 197 (1st Cir. 1989)). In Frankhauser, the district court
admitted prior bad acts evidence from seven years before the
charged offense. Id. at 649. As we also said there, "[t]he
remoteness in time did lessen the overall probative value of the
evidence," but not enough to overturn the admission of the
evidence. Id. The Haiti conspiracy spanned from nine years
before to five years before the Puerto Rico conspiracy.
Monteiro next argues that the "Haiti events differed
substantially" given the different means and actors, but both
schemes were led by Joseph, aided by Monteiro, to import cocaine
from the Caribbean and into the mainland United States. The
difference in means (drug mules versus mail) does not make the
evidence not relevant. Given the similarity of the two
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conspiracies and the overlapping participants, the evidence had
special relevance.
Evidence of Monteiro's prior involvement with Joseph was
also admissible to show why Joseph would trust him to handle
parcels containing two kilograms of cocaine, which, according to
Cue, were worth between $72,000 and $100,000, each. Evidence of
prior involvement may "explain the background, formation, and
development of the illegal relationship," United States v.
Escobar-de Jesus, 187 F.3d 148, 169 (1st Cir. 1999) (citations
omitted), and demonstrate "co-conspirators' relationship of mutual
trust," United States v. Castillo, 158 F.4th 257, 274 (1st Cir.
2025) (quoting United States v. Weadick, 15 F.4th 1, 18 (1st Cir.
2021)).
We reject Monteiro's argument that the probative value
is substantially outweighed by the prejudicial effect on the basis
that it strongly suggested a propensity for drug importation and
was not necessary. "By design, all evidence is meant to be
prejudicial," United States v. Rodriguez-Estrada, 877 F.2d 153,
156 (1st Cir. 1989), so this rule bars only "unfair prejudice"
that "invites the jury to render a verdict on an improper emotional
basis," United States v. Varoudakis, 233 F.3d 113, 122 (1st Cir.
2000). But the test is not whether the evidence is necessary.
The district court did not abuse its discretion.
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2. Hearsay Objection
Monteiro's hearsay objection to Cue's testimony is
reviewed only for plain error. See United States v. Pena, 24
F.4th 46, 60-61 (1st Cir. 2022). There was no error. The
statements are clearly admissible as co-conspirator statements are
excluded from hearsay by Rule 801(d)(2)(E).
Rule 801(d)(2)(E) requires the proponent of the
statement to "establish by a preponderance of the evidence that
the declarant and the defendant were members of the same conspiracy
at the time that the statement was made and that the statement was
made 'in furtherance' of the conspiracy." United States v.
Ramos-Baez, 86 F.4th 28, 72 (1st Cir. 2023) (applying the
requirements enumerated in United States v. Petrozziello, 548 F.2d
20 (1st Cir. 1977)). The proponent of the statement must use
extrinsic evidence other than the statement itself to corroborate
the existence of the conspiracy. See Pena, 24 F.4th at 61.
Joseph's statements were made in furtherance of the Haiti
conspiracy because they were made to elicit names of people who
could serve as drug mules. And contrary to Monteiro's argument
in his pro se supplemental brief, the government need not prove
that the statements were made in furtherance of the charged
conspiracy. Rule 801(d)(2)(E) applies to any conspiracy, even if
distinct from the conspiracy for which Monteiro was tried. See
Weadick, 15 F.4th at 9 ("[T]he hearsay exception under Rule
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801(d)(2)(E) can apply regardless of whether the conspiracy
furthered by the alleged hearsay is charged or uncharged and
regardless of whether the conspiracy is identical to or different
from the crime that the statements are offered to prove." (citation
modified)); see also United States v. Marino, 277 F.3d 11, 25-26
(1st. Cir 2002) ("We have already ruled that another conspiracy,
larger than the one charged at trial, may provide the basis for
the admission of the coconspirator's statements." (citation
omitted)). Cue's testimony regarding the details of the
conspiracy and Monteiro's involvement, along with the rest of the
evidence, satisfy Petrozziello.
3. Pro Se Confrontation Clause Claim
Monteiro argues in his pro se supplemental brief that
Joseph's statements violated the Confrontation Clause and Bruton
Rule, asserting the government relied on Cue to elicit Joseph's
statements while Joseph refused to testify and face
cross-examination. No such argument was made before the district
court, and at best, review is for plain error. A defendant waives
his argument when he "fails to even attempt to explain how the
plain error standard has been satisfied." Castillo, 158 F.4th at
277 (quoting United States v. Severino-Pacheco, 911 F.3d 14, 20
(1st Cir. 2018)). Here, Monteiro fails to explain how his
Confrontation Clause challenge satisfies the plain error standard
in his pro se supplemental brief, so this argument is waived.
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C. Challenge to Sufficiency of Evidence
On de novo review, we affirm the district court's denial
of Monteiro's motion for judgment of acquittal challenging the
sufficiency of the evidence. See United States v. Abercrombie,
162 F.4th 47, 51 (1st Cir. 2025). We "ask whether a rational jury
could find that the government proved all the elements of the
offense beyond a reasonable doubt." Concepcion-Guliam, 62 F.4th
at 32-33 (quoting United States v. Fuentes-Lopez, 994 F.3d 66, 71
(1st Cir. 2021)). Our prior extensive discussion of the evidence
explains why a rational jury could, and did, easily convict
Monteiro.
Monteiro argues the evidence was insufficient to
establish, first, his knowledge of, and second, his participation
in the drug conspiracy. He argues that, at best, Cue's testimony
established only a buyer-seller drug relationship. He offers
alternative explanations of the evidence, but a rational jury could
easily have rejected those explanations in light of the totality
of the evidence, see United States v. Martínez, 994 F.3d 1, 6 (1st
Cir. 2021), which we have amply described earlier.
Monteiro next mischaracterizes the district court's
reasoning as "impermissibly stacking inference upon inference,"
relying on United States v. Guzman-Ortiz, 975 F.3d 43, 55 (1st
Cir. 2020). "The rule that prohibits the stacking of inference
upon inference merely indicates that at some point along a rational
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continuum, inferences may become so attenuated from underlying
evidence as to cast doubt on the trier of fact's ultimate
conclusion." United States v. Basilici, 138 F.4th 590, 599 (1st
Cir. 2025) (quoting United States v. Summers, 414 F.3d 1287, 1295
(10th Cir. 2005)). And "[t]he chance of error or speculation
increases in proportion to the width of the gap between underlying
fact and ultimate conclusion where the gap is bridged by a
succession of inferences, each based upon the preceding one." Id.
(quoting Summers, 414 F.3d at 1295). This case does not present
an inference stacking problem.
Guzman-Ortiz does not help Monteiro because the evidence
there, at best, showed "[m]ere association with conspirators or
mere presence during conduct that is part of the conspiracy" rather
than knowing and voluntary participation. 975 F.3d at 47-48
(citation modified). By contrast, the direct and circumstantial
evidence against Monteiro shows much more than just "mere
association" with conspirators or "mere presence" during conduct
that is part of the conspiracy. Monteiro's "[b]are citation to
this inference-stacking principle," without showing how the
inferences stack upon each other to create an attenuated chain
between fact and conclusion, "rings hollow." United States v.
Ridolfi, 768 F.3d 57, 61 (1st Cir. 2014).
D. Challenge to Factual Findings at Sentencing
Monteiro objected to the determination that he was
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accountable for twenty-two kilograms of cocaine at the sentencing
hearing, so his challenge is preserved. This court reviews a
district court's "factual finding for clear error and ask[s] not
'whether there is any view of the evidence that might undercut the
district court's finding,' but rather 'whether there is any
evidence in the record to support the finding.'" United States
v. Mello, 164 F.4th 120, 131 (1st Cir. 2026) (quoting United States
v. Rodriguez, 115 F.4th 24, 50 (1st Cir. 2024)). This requires
the court to "accept the district court’s findings unless, on the
whole of the record, we form 'a strong, unyielding belief that a
mistake has been made.'" United States v. Soto-Villar, 40 F.4th
27, 33 (1st Cir. 2022) (quoting United States v.
Cintrón-Echautegui, 604 F.3d 1, 6 (1st Cir. 2010)).
A district court in drug conspiracy cases "must make
an individualized finding concerning the quantity of drugs
attributable to, or reasonably foreseeable by, the offender."
Cintrón-Echautegui, 604 F.3d at 5 (citation omitted). The drug
weight finding "may be based on approximations drawn from
historical evidence as long as those approximations represent
reasoned estimates of drug quantity." United States v. Mejia, 55
F.4th 1, 9 (1st Cir. 2022) (quoting United States v. Ventura, 353
F.3d 84, 88 (1st Cir. 2003)). The court's findings need only be
supported by a preponderance of the evidence. Mello, 164 F.4th
at 131.
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The court determined that eleven parcels identified
in the investigation were connected to Monteiro: five addressed to
him, four delivered to his residence, and two connected to an
address that he supplied to Joseph. The district court's findings
are amply supported by the record, as described above.
The government centrally argues that under United
States v. Sklar, 920 F.2d 107 (1st Cir. 1990), the district court
could reasonably estimate the drug weight. In Sklar, we upheld
the district court's use of the weight of the cocaine found in one
opened package to estimate the weight of the cocaine contained in
eleven packages that were not seized but shared many of the same
characteristics as the opened package. Id. at 112-14. Similarly,
in United States v. Hilton, 894 F.2d 485 (1st Cir. 1990), this
court upheld the sentencing court's drug weight finding that used
the weight of one opened package to estimate the weight of
identical packages that sank before they could be opened. Id. at
487-88.
Our precedent dooms Monteiro's pro se argument that the
district court's drug weight finding was merely speculative. On
this record, twenty-two kilograms is a reasonable and conservative
estimate for the drug weight attributable to Monteiro.5
5 In his pro se brief, Monteiro also challenges the district
court's reference to a May 10, 2021, phone call not admitted into
evidence in its Memorandum and Order denying Monteiro's
postconviction motions. There was no error. The phone call's
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III.
For the foregoing reasons, we affirm Monteiro's
conviction and sentence.
transcript was attached as an exhibit to Joseph's supplemental
memorandum in support of a motion to suppress evidence seized
pursuant to a search warrant. The call was discussed at a
December 20, 2023, hearing and is part of the record on appeal
under Federal Rule of Appellate Procedure 10(a).
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