UNITED STATES OF AMERICA v. MOHAMED ABDULAZIZ
No. 19-2030
United States Court of Appeals, First Circuit
June 2, 2021
For the First Circuit
No. 19-2030
UNITED STATES OF AMERICA,
Appellee,
v.
MOHAMED ABDULAZIZ,
Defendant, Appellant.
APPEAL FROM THE UNITED STATES DISTRICT COURT
FOR THE DISTRICT OF MASSACHUSETTS
[Hon. Leo T. Sorokin, U.S. District Judge]
Before
Kayatta and Barron, Circuit Judges,
and Smith,* District Judge.
Michael Tumposky, with whom Hedges & Tumposky, LLP, was on
brief, for appellant.
Christine J. Wichers, Assistant United States Attorney, with
whom Andrew E. Lelling, United States Attorney, was on brief, for
appellee.
June 2, 2021
* Of the District of Rhode Island, sitting by designation.
challenges his five-year prison sentence for committing a federal
firearms offense in violation of
that the District Court erred in applying the enhancement set forth
in
at his sentencing. That guideline subjects a defendant who has
been convicted of a
(“BOL“) under the Guidelines if he committed that offense
“subsequent to sustaining at least two felony convictions of either
a crime of violence or a controlled substance offense.”
legal question: what constitutes a “controlled substance” within
the meaning of this guideline? Because we conclude that the
District Court erred in resolving it, we vаcate the judgment
imposing the sentence and remand the case for further proceedings.
I.
On January 3, 2019, a federal grand jury in the District
of Massachusetts indicted Abdulaziz on one count of possession of
a firearm and ammunition by a prohibited person in violation of
occurred on September 2, 2018. Abdulaziz pleaded guilty to the
offense on June 13, 2019.
The United States Probation Office prepared a
presentence investigation report (“PSR“). Among other things, the
his
the application of the
The PSR determined that the enhancement applied based on
three state lаw felony convictions that Abdulaziz had sustained
before he committed the
under the guideline, two of those convictions were of “crime[s] of
violence” and one was of “a controlled substance offense.”
At the sentencing hearing on September 26, 2019,
Abdulaziz did not dispute the PSR‘s determination that his January
2010 Massachusetts conviction of assault with a dangerous weapon
(firearm) in violation of
which he sustained prior to committing the
qualified under
crime of violence.” The District Court noted at the hearing,
however, that the government was “not arguing” that the other
conviction that Abdulaziz sustained prior to committing the
“felony conviction[]” of “a crime of violence” -- his April 2018
Massachusetts cоnviction for unarmed assault with intent to rob in
violation of
such a “felony conviction[]” of “a crime of violence.”
whether the third state law felony conviction that Abdulaziz
sustained prior to committing the
PSR had determined was of a qualifying offense -- namely, his July
2014 Massachusetts conviction for possession with intent to
distribute “Marihuana,” which the underlying state statute defined
to be a “controlled substance,”
“felony conviction[]” of “a controlled substance offense” under
the
convictions of either a crime of violence or a controlled substance
offense.”
The District Court sided with the government and against
Abdulaziz by ruling that this July 2014 Massachusetts conviction
did so qualify. The District Court accordingly applied the
enhancement and determined Abdulаziz‘s BOL to be 24, rather than
either 22 or 20 as it would have been if the enhancement did not
apply. See
of either 22 or 20 when the defendant has only one qualifying prior
conviction, depending on the nature of the firearm involved in the
The District Court next adjusted Abdulaziz‘s total
offense level downward due to his timely acceptance of
for Abdulaziz‘s criminal history category, which it determined to
be VI, the District Court calculated his GSR to be 77 to 96 months
of imprisonment. The District Court at that point determined that
Abdulaziz was eligible for a departure pursuant to
the Guidelines.1 The departure resulted in a recalculated GSR of
57 to 71 months of imprisonment. The District Court ultimately
sentenced Abdulaziz to a sixty-month prison term to be followed by
three years of supervised release.
Judgment was entered on September 26, 2019. Abdulaziz
timely appealed on October 7, 2019.
II.
Abdulaziz contends that his sentence cannot stand
because his July 2014 Massachusetts conviction for possession with
intent to distribute “Marihuana,”
as a conviction of “a controlled substance offense” under
Setting aside for the moment the question of what
criteria the guideline uses to determine what constitutes what it
some of Abdulaziz‘s prior convictions and the lack of recent
serious offenses, “he‘s more properly classified in criminal
history category IV” and thus it “depart[ed] from criminal history
category VI to criminal history category IV.”
disаgreement between the parties that this guideline requires that
we apply the categorical approach to determine whether Abdulaziz‘s
July 2014 Massachusetts conviction was of “a controlled substance
offense” within the meaning of
“look only to the elements” of the Massachusetts law offense
underlying that conviction and “not to ‘how [Abdulaziz] actually
perpetrated the crime to decide if the offense, as defined in the
statute, matches [the guideline‘s] criteria’ for a ‘controlled
substance offense.‘” United States v. Capelton, 966 F.3d 1, 6
(1st Cir. 2020) (quoting United States v. García-Cartagena, 953
F.3d 14, 18 (1st Cir. 2020)).
We also note that there is no disagreement between the
parties that, at the time of Abdulaziz‘s July 2014 conviction for
that “Marihuana“-related offense, Massachusetts defined
“Marihuana” to include hemp. See
(effective July 1, 2014) (defining “Marihuana” as “all parts of
the plant Cannabis sativa L., whether growing or not,” except for
“the mature stalks of the plant, fiber produced from the stalks,
oil, or cake made from the seeds of the plant“). Accordingly, the
parties agree that Abdulaziz‘s July 2014 conviction must be
understood to be a conviction for possession with the intent to
distributе hemp even though the record does not establish whether
Abdulaziz actually perpetrated that crime by possessing that
(explaining that under the categorical approach a court is to look
to “the least of the acts” criminalized by the statute of
conviction (alteration omitted) (quoting Johnson v. United States,
With this foundation in place, we have but one question
to decide to resolve this appeal: is a conviction of such a hemp-
based offense a conviction of “a controlled substance offense”
within the meaning of
turns on the proper interpretation of the Guidelines, our review
is de novo. See Capelton, 996 F.3d at 5.
A.
“[W]e ordinarily employ the Guidelines in effect at
sentencing,” rather than the Guidelines in effect either at the
time of the defendant‘s conviction of the offense for which he is
being sentenced or at any earlier time. United States v.
Rodriguez, 630 F.3d 39, 42 (1st Cir. 2010) (alteration omitted)
(quoting United States v. Maldonado, 242 F.3d 1, 5 (1st Cir.
2001)); see
here, and, indeed, no party asks us to do otherwise. We thus must
decide what the term “controlled substance offense” in the
to define the term “controlled substance offense,” just as it does
not purport to do so now. See
did refer at that time -- as now -- to another guideline,
cmt. n.1,
substance offense” at that time -- as now -- as an “offense” that,
among other things, “prohibits the . . . possession of [with
intent to distribute] a controlled substance.”
Abdulaziz (given the arguments that it has timely made to us) that
a “controlled substance” in
by reference to whether a substance was either included in or
excluded from the drug schedules set forth in the federal
Controlled Substances Act (“CSA“).2 See
were incorporated into the guideline itself at the time of
briefing was complete in this case in which it took the position
for the first time that “the term ‘controlled substance’ in USSG
substance[s]” listed in the CSA‘s drug schedules. We decline to
address such a late-breaking contention about the criteria that
the Guidelines use to define what constitutes a “controlled
substance.” See Rosa-Rivera v. Dorado Health, Inc., 787 F.3d 614,
617 (1st Cir. 2015) (“Not only is it improper to advance new
arguments in a 28(j) letter, but it is far too late in the game.”
(citation omitted)).
to our question is fairly straightforward: we must look to the
version of those drug schedules that were “in effect” at that time,
Rodriguez, 630 F.3d at 42, to determine what constituted a
“controlled substance,”
To be sure, the CSA‘s drug schedules do, by design,
change over time. See
established five schedules of controlled substances . . . [which]
shall initially consist of the substances listed in this section,”
but “the Attorney General may by rule” “add” “or” “remove any drug
or other substance from the schedules [provided that certain
findings are made].” (emphasis added)). And that does mean that,
insofar as
the time of Abdulaziz‘s
“controlled substance” in that guideline as of that time might
differ from what constituted a “controllеd substance” as of the
time of one of his prior “felony convictions.”
But, of course, the Guidelines themselves are not fixed
in stone, and yet we ordinarily must apply the version of them
that is in effect at the time of the defendant‘s sentencing for
his conviction of the offense that occasioned it. See Rodriguez,
630 F.3d at 42;
that the CSA drug schedules vary over time does not itself suggest
different from the one that was in effect at the time of the
substance” -- and thus what constituted a “controlled substance
offense” -- under
Nonetheless, the government contends that the text of
of the CSA‘s drug schedules that was in place at some time prior
to the time of the
guideline deemed to be a “controlled substance” as of the time of
that sentencing. Specifically, the government contends that the
words “felony conviction[]” and “subsequent to sustaining” in
substance,” even as of the time of the
be drawn from the version of the CSA‘s drug schedules that was in
place at the time of either (1) Abdulaziz‘s commission of the
sustaining of the hemp-related Massachusetts conviction in July of
2014, and thus not from the version of those schedules that was in
effect when he was later sentenced for his
From that premise, the government then goes on to contend
that Abdulaziz‘s July 2014 Massachusetts conviction necessarily
was of “a controlled substance offense” within the meaning of
of that sentencing. See
2018) (codified as amended at
that “[t]he term ‘marihuana’ does not include” “hemp“). And that
is because, the government correctly points out, the CSA‘s drug
schedules in effect at each of those earlier times (July 2014 and
September 2018) did include hemp. See
(2009, effective through Dec. 17, 2014); id. (2016, effective
through Oct. 23, 2018). For the reasons that we will next explain,
however, we do not agree with the government‘s construction of
time of a defendant‘s
meaning of “a controlled substance offense” in that guideline as
of the time of that sentencing.
B.
We begin with the guideline‘s text and the specific words
in it that the government contends support the construction that
it advances. We note, however, that those words do not expressly
require such a backward-looking, time-of-prior-conviction or time-
of-commission-of-
meaning of the term “controlled substance offense” in
substance offense” or, alternatively, to “what at the timе of the
prior conviction was considered a controlled substance offense.”
Nor must the words that the government places such weight
on be understood to make such a specification for them to be doing
any work at all. Whether or not we construe “a controlled
substance offense” to be defined by reference to the version of
earlier clause in
that under that guideline the “felony convictions” must have been
“sustain[ed]” before the
PharMerica, Inc., 950 F.3d 134, 143 n.11 (1st Cir. 2020)
(explaining that “courts, whenever possible, [attempt] to
give meaning to every word and phrase contained in the text of a
statute” (quoting United States ex rel. Ondis v. City of
Woonsocket, 587 F.3d 49, 58 (1st Cir. 2009))).
To be sure, the word “conviction[]” in
does require us to look back to the time of a conviction -- rather
than to the time of the
the elements of, and the penalties attached to, the offense that
underlies it, so that we may then determine whether the
“conviction[]” is a “felony conviction[]” of “a controlled
substance offense” as of the time of that sentencing.
563 U.S. 816 (2011), on which the government heavily relies.
But, the word “conviction[]” in the guideline is not the
word that matters here, given that we are trying to identify this
guideline‘s criteria for what constitutes “a controlled substance
offense.” Nor does McNeill suggest otherwise.
In McNeill, the Supreme Court considered a provision in
the Armed Career Criminal Act (“ACCA“) that imposed a sentencing
enhancement for a
convictions” of “a serious drug offense.”
see McNeill, 563 U.S. at 818-19. The Court held that the “plain
text” of the words “previous conviction” compelled the conclusion
that the elements of and penalties attached to the offense
underlying a “previous conviction” were locked in as of the time
of that “conviction.” McNeill, 563 U.S. at 820. Thus, the Court
held, ACCA‘s plain text required the sentencing judge to decide
whether a “previous conviction” of an offense with those time-of-
conviction characteristics qualified as a “previous conviction” of
“a serious drug offense” in determining whether the enhancement
set forth in ACCA applied. Id. at 820-22.
It is clear, as the Sixth Circuit recently observed,
that “McNeill expresses the principle that the elements of the
state offense of conviction are locked in at the time of that
conviction.” United States v. Williams, No. 19-6410, 2021 WL
Boulanger v. United States, 978 F.3d 24, 30 n.6 (1st Cir. 2020)
(“Congress intended courts to use the ‘historical statute of
conviction’ when analyzing ACCA cases, not a modern, amended
version” (quoting McNeill, 563 U.S. at 822)). That is why,
consistent with the categorical approach, we look to the elements
of the Massachusetts law “Marihuana” offense of which Abdulaziz
was convicted in July 2014,
described those elements at the time of that conviction to
determine the characteristics of the offense underlying it.
But, in making that much clear, McNeill did not also
hold that ACCA‘s own criteria for deeming a “previous conviction[]”
with those locked-in characteristics to be “a serious drug
offense,”
themselves also locked in as of the time of the “previous
conviction[].” In fact, McNeill simply had no occasion to address
that question, because there had been no relevant chаnge in that
case to those criteria -- which included in part a requirement
that such a conviction carry “a maximum term of imprisonment of
ten years or more,” id. -- between the time of the McNeill
defendant‘s “previous conviction[]” and the time of his
sentencing, such as through an amendment during that period to
ACCA itself, see McNeill, 563 U.S. at 817-19; Career Criminals
In this appeal, of course, the only question that is in
dispute is the one that is analogous to the question that the Court
in McNeill did not have any occasion to answer -- namely, are
of “a controlled substance offense” locked in at the time of that
“conviction[]“? That question is analogous to the question of
what ACCA‘s criteria were for determining what constituted “a
serious drug offense.” And thus, as the Ninth Circuit recognized
when faced with the same question concerning the criteria that
this guideline uses to determine whether a prior conviction is a
qualifying “controlled substance offense” that we now confront, it
is a question that “bears little resemblance to the [question
conviction to be of “a serious drug offense” included that such a
conviction must “involv[e] manufacturing, distributing, or
possessing with intent to manufacture or distribute, a controlled
substance (as defined in section 102 of the Controlled Substances
Act (
had been no relevant intervening change to the meaning of
“controlled substance” in this provision, as the defendant in
McNeill had six prior North Carolina convictions for either selling
cocaine or possessing with intent to sell cocaine, see McNeill,
563 U.S. at 818-19, and the defendant did not contend (nor did he
have any basis for contending) that at any relevant time “cocaine”
was not a “controlled substance” under the CSA‘s drug schedules
and thus under
occasion to address whether the ACCA enhancement could validly be
applied to him if “cocaine” were nо longer a “controlled substance”
within the meaning of
(9th Cir. 2021); see also Williams, 2021 WL 1149711, at *6
(similar).4
Williams, the government points to the concurrence in that case,
which concludes that ”McNeill‘s approach controls here” and that
“the overwhelming trend of appellate decisions all point to
applying sentencing enhancements using a time-of-conviction rule.”
Williams, 2021 WL 1149711, at *9-10 (Cook, J., concurring)
(collecting cases). But, the decisions that the concurrence cites
reflect only McNeill‘s principle that the elements of and penalties
attached to a “conviction” are locked in as of the time of that
“conviction” and thus, like McNeill, have little to do with the
question posed here. See United States v. Doran, 978 F.3d 1337,
1340 (8th Cir. 2020) (holding that it is “a ‘backward looking’
question . . . whether a prior conviction was punishable as a
felony at the time of the conviction” (cleaned up) (quotation
omitted)); United States v. Bermudez-Zamora, 788 F. App‘x 523, 524
(9th Cir. 2019) (holding that state‘s post-conviction
“reclassificatiоn” of prior conviction from felony to misdemeanor
did not change the “historical fact” that, for purposes of applying
a Guidelines enhancement, it was “a conviction for a felony
offense . . . for which the sentence imposed was five years or
more,”
909 F.3d 895, 904 (7th Cir. 2018) (holding that
“for purposes of applying [a statutory] recidivist enhancement
[predicated on whether a prior conviction was a ‘felony‘], it is
immaterial whether a defendant‘s state felony conviction was
reclassified as a misdemeanor after she” sustained it); United States v.
Turlington, 696 F.3d 425, 427-28 (3d Cir. 2012) (holding
that a court must look to the penalties attached to “the underlying
offense as [they previously] existed” when applying statutory
provision that asks whether “the maximum term of imprisonment
authorized” for that offense was “life imprisonment,”
2012) (rejecting contention that a state‘s “decriminaliz[ation]”
of conduct underlying prior conviction which occurred “after [the
defendant‘s] conviction ha[d] become final” affected his
Guidelines criminal history category, given that “criminal history
categories are based on the maximum term imposed in previous
sentences” (quotation omitted)); United States v. Moss, 445 F.
App‘x 632, 635 (4th Cir. 2011) (“we find no merit in Moss‘s
that we must answer in this case and the question that the Court
confronted in McNeill, there is another reason why the government‘s
reliance on McNeill here is misplaced. The explanation that
McNeill gave for concluding that the words “previous conviction[]”
in ACCA plainly required a backward-looking inquiry into the
elements of and penalties attached to the prior offense at the
time of its commission, see 563 U.S. at 820-23, simply does not
bear on the answer to the interpretive question that we confront
here concerning the meaning of “a controlled substance offense” in
Consider that, in reading “previous conviction[]” to
require such a backward-looking inquiry, McNeill emphasized how
strange it would be to treat a defendant as having been convicted
of an offense the elements of and penalties for which would becomе
known to him only upon his sentencing for his conviction of an
entirely different offense that he had subsequently committed.
See id. at 821 (“Although North Carolina courts actually sentenced
contention that his 1992 breaking and entering conviction was not
a ‘serious violent felony’ because that crime is now punishable by
a maximum term of less than ten years,” given that “the maximum
term of incarceration at the time of Moss‘s conviction was ten
years“); Mallett v. United States, 334 F.3d 491, 504 (6th Cir.
2003) (deeming “implausible” an interpretation of the Guidelines
which would require determining “the maximum term of imprisonment”
for a “state-court conviction” “as of any time other than the date
on which the defendant‘s guilt is established“).
contends that the ‘maximum term of imprisonment’ for those offenses
is 30 or 38 months. We find it ‘hard to accept the proposition
that a defendant may lawfully have been sentenced to a term of
imprisonment that exceeds the maximum term of imprisonment
prescribed by law.‘” (cleaned up) (quoting United States v.
Rodriquez, 553 U.S. 377, 383 (2008))). But, there is nothing
similarly strange about looking to federal law as it exists at the
time of a defendant‘s federal sentencing to determine the criteria
that a potentially applicable federal sentencing enhancement uses
to determine whether the enhancement must be applied at that
sentencing. Indeed, ordinarily, that is precisely where we would
look to identify those criteria. See Bautista, 989 F.3d at 703
(“McNeill nowhere implies that the court must ignore current
federal law and turn to a superseded version of the United States
Code” to expound “federal sentencing lаw [as it] exists at the
time of sentencing.“).
True, a
involving a substance that the CSA‘s drug schedules classified at
that earlier time as “controlled” could suggest a reason to be
concerned that the defendant is especially defiant of law and thus
a reason to find the earlier classification of the substance by
those schedules potentially relevant to the sentence that the
defendant should receive for his
federal drug schedules not in effect at the time of the
sentencing to discern the meaning of what constitutes a “controlled
substance” and thus “a controlled substance offense” under that
guideline as of the time of that sentencing.
A guideline‘s enhancement for a defendant‘s past
criminal conduct -- such as the enhancement that
imposes -- is reasonably understood to be based in no small part
on a judgment about how problematic that past conduct is when
viewed as of the time of the sentencing itself. Cf. Taylor v.
United States, 495 U.S. 575, 581-85 (1990) (noting that the
drafters of ACCA‘s enhancement intended it to capture prior crimes
which “are inherently dangerous” and constitute “the most damaging
crimes to society” (quotations omitted)). There is thus reason to
be wary of a construction of
judge at sentencing to apply an enhancement in consequence of the
defendant‘s past conduct that itself applies only insofar as that
past conduct involves a substance that is “controlled” without
regard to whether the conduct in fact involved a substance that,
so far as the CSA‘s drug schedules in effect at the time of that
sentencing indicate, is “controlled.” Cf. H.R. Rep. 115-1072, at
695 (2018) (Conf. Rep.) (describing “hemp” as an “agricultural
crop[] having strategic and industrial importance“); cf. also 164
in everything from health products to home insulation” and “is a
completely different plant from its illicit cousin. . . . Hemp
will be a bright spot for our future.“); 164 Cong. Rec. 4,494
(2018) (remarks of Sen. Bennett) (“We forget, but hemp was widely
grown in the United States throughout the mid-1800s. Americans
used hemp in fabrics, wine, and paper. Our government treated
industrial hemp like any other farm commodity until the early 20th
century, when a 1937 law defined it as a narcotic drug,
dramatically limiting its growth. This became even worse in 1970
when hemp became a schedule I controlled substance. . . . [W]e
see hemp as a great opportunity to diversify our farms and
manufacture high-margin products for the American people.“).
The reason to be wary of embracing a construction of the
guideline that would have such a consequence is especially strong
when one remembers that the enhancement the guideline sets forth
is not the sole means by which a prior conviction for thаt conduct
could impact the calculation of the defendant‘s GSR. For example,
that conviction could bear on the defendant‘s criminal history
score even if it does not qualify as one of an offense that is
deemed to be a qualifying one under the enhancement set forth in
(sentencing table). And, of course, the Guidelines themselves
are not binding on the sentencing judge, who has broad discretion
defendant‘s ultimate sentence. See Rita v. United States, 551
U.S. 338, 347-51 (2007); United States v. Benoit, 975 F.3d 20, 24
(1st Cir. 2020).
The government does also contend that it would be
“illogical and unfаir” to subject a defendant to the enhancement
that
of the timing of his
that under a time-of-
guideline, two defendants who had been convicted of the same
offense and had the same criminal history could be treated
differently just because of that quirk of timing.5
But, this kind of differential treatment between
otherwise similarly situated defendants often arises when courts
apply -- as they ordinarily must -- the Guidelines that are
operative at the time of sentencing. See
“are in effect on the date the defendant is sentenced“); see, e.g.,
Williams, 2021 WL 1149711, at *6 n.4 (“[T]wo similarly situated
to the federal drug schedules in effect at the time of the
commission of the
“disparity,” as the timing of the commission of that offense might
then be determinative of whether a defendant‘s prior felony
conviction results in the enhancement, even though the underlying
prior conviction would be the same irrespective of when the
if they are sentenced the day before or after the Sentencing
Commission changes a Guidelines provision.” (citing United States
v. Horn, 612 F.3d 524, 526-27 (6th Cir. 2010))). Indeed, the
government conceded at oral argument that, if
provided that a “controlled substance” meant only “heroin or
cocaine” at the time of a defendant‘s
defendant‘s prior state law conviction for possession of
“marihuana” could not be deemed “a controlled substance offense”
under
defined a “controlled substance” more expansively to include
either “heroin, cocaine, or marihuana.” Cf. United States v.
Nickles, 249 F. Supp. 3d 1162, 1163-64 (N.D. Cal. 2017) (applying,
in the course of “determin[ing] that defendant‘s prior conviction
for robbery [from 2009] does not qualify as a crime of violence,”
the “narrow[er] . . . definition of extortion” set forth in an
August 1, 2016 amendment to the Guidelines to the benefit of a
defendant sentenced after that date), aff‘d, 735 F. App‘x 450 (9th
Cir. 2018)). Yet, the very same differential treatment between
defendants that the government suggests is “illogical and unfair”
would occur in that event, and we fail to see a meaningful
difference between that hypothetical guideline and this one.
The government‘s remaining argument relies on precedents
that do not concern the proper construction of sentencing
enhancements at all. Here, the government relies chiefly on
Mellouli v. Lynch, 575 U.S. 798 (2015), in which the Supreme Court
addressed the proper construction of a federal immigration measure
which authorizes the removal of “[a]ny alien . . . convicted of a
violation of . . . any law or regulatiоn of a State, the United
States, or a foreign country relating to a controlled substance
(as defined in section 802 of Title 21).”
The Court in Mellouli looked (in a manner consistent
with McNeill) to the Kansas drug schedules from the time of the
petitioner‘s previous Kansas conviction to determine what
“controlled substance[s]” the “elements” of that “conviction”
might be said to “relate to.” 575 U.S. at 812-13; see id. at 802
(“At the time of Mellouli‘s conviction, Kansas’ schedules included
at least nine substances not included in the federal lists”
(emphasis added) (citing, inter alia,
McNeill, the Court did not consider -- because it had no occasion
to consider -- the issue of what temporal version of the federal
drug schedules was relevant in determining the answer to the
question that is analogous to the one presented here: what
contended that the federal drug schedules had expanded or
contracted in any material way between the time of Mellouli‘s 2010
Kansas conviction and his removal proceedings in 2012.
Insofar as Mellouli may be said to touch on that issue,
moreovеr, it tends, if anything, to undermine the government‘s
position here. For example, the Court in Mellouli cited to a
footnote in the government‘s brief to support the conclusion that
some of the substances on the 2010 Kansas schedules were “not
included in the federal lists,” 575 U.S. at 802 (citing
Respondent‘s Brief at 9 n.2), and that footnote in turn relied on
U.S. Drug Enforcement Administration documents from 2013 -- a date
which fell after both the 2010 Kansas conviction was sustained and
after Mellouli‘s removal proceedings had terminated -- to explain
that certаin substances on the 2010 Kansas drug schedules, such as
Salvia Divinorum and Jimson Weed, were “not identifiable as
federally controlled substances,” Respondent‘s Brief at 8-9, 9
n.2, Mellouli v. Lynch, 575 U.S. 798 (2015) (No. 13-1034), 2014 WL
6613094, at *8-9 & 9 n.2. In addition, Mellouli noted that the
actual substance involved in Mellouli‘s arrest, Adderall, “is a
controlled substance under . . . federal law.” 575 U.S. at 803
(emphasis added) (citing
Doe v. Sessions, 886 F.3d 203 (2d Cir. 2018), that this same
federal immigration measure --
to make “time-of-[prior-]conviction” federal drug schedules
relevant rather than those “in force when removal proceedings are
initiated.” Id. at 209. The Second Circuit reasoned that reading
“‘works to promote . . . predictability in the administration of
immigration law,‘” id. (quoting Mellouli, 575 U.S. at 806),6
because otherwise a previously-convicted “alien сould . . . become
removable by the time removal proceedings [are] commenced” if the
CSA schedules after the prior conviction is sustained are “expanded
to encompass the same drugs as [the prior conviction],” id. at
Circuit, the Supreme Court explained that the categorical approach
was preferable to a conduct-based one because of the
“predictability” that it engenders, noting that the categorical
approach “enables aliens ‘to anticipate the immigration
consequences of guilty pleas in criminal court.‘” 575 U.S. at 806
(quoting Jennifer Lee Koh, Thе Whole Better than the Sum: A Case
for the Categorical Approach to Determining the Immigration
Consequences of Crime, 26 Geo. Immigr. L. J. 257, 307 (2012)); see
also Koh, supra, at 307 (“By emphasizing statutory language and
fixed evidentiary rules, the categorical approach permits the
existence of ‘safe harbor’ pleas, which do not expose the immigrant
to the risk of immigration sanctions.“). But, the predictability
that Mellouli was concerned with in that discussion was the
predictability that flows from the categorical approach itself,
see 575 U.S. at 806, and not the predictability that comes from
interpreting a statutory definition that refers to the federal
controlled substance lists to refer to those lists only as they
exist at the time of any given prior conviction. Thus, it is far
from clear that Mellouli‘s discussion of “predictability”
militates in favor of the Second Circuit‘s construction of the
federal immigration measure at issue in that case.
immigration measure in a manner that would provide “the alien with
maximum clarity at the point at which it is most critical for an
alien to assess (with aid from his defense attorney) whether
‘pending criminal charges may carry a risk of adverse immigration
consequences.‘” Id. (quoting Padilla v. Kentucky, 559 U.S. 356,
369 (2010))).
But, there is no similar concern in this context given
both the gap in time that necessarily exists between the prior
conviction and any consequence under
attributable to it and the highly contingent nature of that
consequence, as it results only if a defendant commits a new crime.
Thus, even if we were to assume that Doe‘s construction of the
federal measure at issue in that case is reconcilable with
Mellouli, we are not persuaded by the government‘s contention that
Doe supports its position here.7
the government do not speak -- let alone persuasively -- to the
issue of how, temporally, to understand the criteria employed by
controlled substance offense.” Instead, those decisions either
fail to present any timing issue whatsoever, see Collymore v.
Lynch, 828 F.3d 139 (2d Cir. 2016), or appear to rest largely on
a misinterpretation of Mellouli, see Martinez v. Att‘y Gen., 906
In sum, hemp was not on the CSA‘s drug schedules when
Abdulaziz was sentenced on account of his
September of 2019. See
means, given the government‘s timely arguments to us, that hemp
was not a “controlled substance” within the meaning of the version
of
sentencing and, by extension,
Accordingly, Abdulaziz‘s July 2014 Massachusetts conviction was
not a conviction of “a controlled substance offense” within the
meaning of that term as it was used in the version of
that was applicable at his sentencing.
III.
The sentence is vacated and the case is remanded for
further proceedings consistent with this opinion.8
conviction was not “a controlled substance offense” within the
meaning of
Court be allowed in the first instance to determine whether
Abdulaziz‘s 2018 Massachusetts conviction for unarmed assault with
intent to rob separately qualifies as “a crime of violence” under
that guideline, such that the application of the enhancement might
be justified on that basis. The District Court at Abdulaziz‘s
initial sentencing hearing observed, in line with the government‘s
sentencing memorandum, that the government was “not arguing” that
this 2018 conviction was a qualifying “crime of violence.” We
express no opinion as to whether the question of that prior
conviction‘s qualifying nature can be revisited during Abdulaziz‘s
resentencing in the event the government were to ask the District
Court to revisit it.