Opinions and documents
UNITED STATES DISTRICT COURT
SOUTHERN DISTRICT OF NEW YORK
UNITED STATES OF AMERICA,
-v- No. 12-cr-894-2 (RJS)
No. 23-cv-544 (RJS)
HECTOR EMILIO FERNANDEZ-ROSA, No. 23-cv-1973 (RJS)
ORDER
Defendant.
HECTOR EMILIO FERNANDEZ-ROSA,
Petitioner,
-v-
UNITED STATES OF AMERICA,
Respondent.
RICHARD J. SULLIVAN, Circuit Judge:
Hector Emilio Fernandez-Rosa, currently incarcerated and proceeding pro se, moves under
28 U.S.C. § 2255 to vacate or set aside his 2019 conviction and sentence following his guilty plea
to one count of conspiracy to distribute cocaine in violation of 21 U.S.C. § 846. By order dated
January 30, 2023 (Dkt. No. 12-cr-894-2, Doc. No. 94), the Court ordered Fernandez-Rosa to file
a declaration by March 30, 2023 to show cause as to why his section 2255 motion – which
purported to be dated October 30, 2022, but which was not received by the Court until January 19,
2023 (Dkt. No. 12-cr-894-2, Doc. No. 93; Dkt. No. 23-cv-544, Doc. No. 1) – should not be denied
as time-barred.
On March 6, 2023, the Court received a duplicative motion under 28 U.S.C. § 2255, which
was purportedly dated August 29, 2022, bearing Fernandez-Rosa’s signature. (Dkt. No.
23-cv-1973, Doc. No. 1.) Thereafter, Fernandez-Rosa submitted a declaration – dated March 28,
2023, but not received by the Court until April 5, 2023 – asserting that he placed his initial motion
into the prison’s mailing system on August 29, 2022. (Dkt. No. 12-cr-894-2, Doc.
No. 99.) Fernandez-Rosa also asserted that staff members at his facility “rejected the
mail” containing his initial section 2255 motion, prompting him to submit another motion
into the prison’s mailing system on October 30, 2022. (Id.)
In light of the self-serving nature of Fernandez-Rosa’s assertions and the significant delays
between when Fernandez-Rosa claims to have mailed his motions and when they were actually
received by the Clerk’s Office, the Court held a conference on May 16, 2023 to address whether
Fernandez-Rosa’s section 2225 motion was time-barred. At this conference, Fernandez-Rosa was
directed to “file with the Court, by July 17, 2023, documents and witness affidavits pertaining to
when and how he mailed his motions” and the government was directed to respond within ten days
of Fernandez-Rosa’s filing of his materials. (Dkt. No. 12-cr-894-2, Doc. No. 102.)
Fernandez-Rosa subsequently submitted declarations from two inmates, Christopher Glenn
and Saiyd Muhammad, which were dated June 28, 2023, supporting his assertions that his first and
second section 2255 motions were placed into the prison’s mailing system on August 29, 2022 and
October 30, 2022, respectively. (Dkt. No. 12-cr-894-2, Doc. No. 107; Dkt. No. 23-cv-544,
Doc. No. 9; Dkt. No. 23-cv-1973, Doc. No. 8.) In response, the government submitted a letter
dated August 2, 2023, stating that it was “not in a position to dispute the timeliness of
[Fernandez-Rosa’s] filing,” and “request[ed] that the Court set a briefing schedule for the petition.”
(Dkt. No. 12-cr-894-2, Doc. No. 108 at 3; Dkt. No. 23-cv-544, Doc. No. 10 at 3; Dkt. No.
23-cv-1973, Doc. No. 9 at 3.) Fernandez-Rosa then filed additional materials, dated June 28, 2023,
in support of his previously filed declarations. (Dkt. No. 12-cr-894-2, Doc. No. 110; Dkt. No.
23-cv-544, Doc. No. 12; Dkt. No. 23-cv-1973, Doc. No. 11.)
The Court agrees with the parties that if Fernandez-Rosa’s first and second section 2255
motions were put into the prison’s mailing system on the dates Fernandez-Rosa claims they were,
the motions would be timely since Fernandez-Rosa had until November 1, 2022 to submit a motion
to vacate under section 2255.1 Given that the materials submitted by Fernandez-Rosa support his
contention that his petition was written in late August 2022 and placed into the prison’s mailing
system on August 29, 2022 and October 30, 2022, and that the government effectively concedes
the timeliness of his submissions, the Court finds that Fernandez-Rosa’s motion is not time-barred.
See Noble v. Kelly, 246 F.3d 93, 97–98 (2d Cir. 2001) (explaining that, under the “prison mailbox”
rule, documents submitted by incarcerated individuals are generally deemed to be filed on the date
that they are delivered to prison authorities for mailing). The Court has also concluded that the
motion brought under 28 U.S.C. § 2255 should not be summarily denied as being without merit.
Additionally, Fernandez-Rosa has also filed a “motion to supplement his section 2255
pleading” under Federal Rule of Civil Procedure 15, dated July 26, 2023. (Dkt. No. 12-cr-894-2,
Doc. No. 109; Dkt. No. 23-cv-544, Doc. No. 11; Dkt. No. 23-cv-1973, Doc. No. 10.) The Court
construes Ferandez-Rosa’s motion to be a motion to amend his section 2255 petition to incorporate
three new arguments alleging: (1) “entrapment,” (2) that the “court[] wrongful[ly] calculate[ed]
. . . his base offense level,” and (3) that “his defense counsel[] fail[ed] to adequately define the
1 In a previous order, the Court stated that Fernandez-Rosa had until September 1, 2022 to file a timely section 2255
motion. (Dkt. No. 12-cr-894-2, Doc. No. 94.) The actual deadline, however, was November 1, 2022, in light of an
order issued by the United States Supreme Court during the COVID-19 pandemic, which temporarily extended the
time to petition for certiorari from 90 to 150 days. See 334 F.R.D. 804.
rules of deportation in association with his guilty plea.”2 (Dkt. No. 12-cr-894-2, Doc. No. 109 at
4–5; Dkt. No. 23-cv-544, Doc. No. 11 at 4–5; Dkt. No. 23-cv-1973, Doc. No. 10 at 4–5.)
The Federal Rules of Civil Procedure govern motions to amend in the habeas context.
See Littlejohn v. Artuz, 271 F.3d 360, 363 (2d Cir. 2001). Under Federal Rule of Civil Procedure
15(a), amendments to pleadings are allowed with a court’s leave, and “the court should freely give
leave when justice so requires.” Fed. R. Civ. P. 15(a). Here, Petitioner is proceeding pro se, and
“a pro se litigant should be afforded every reasonable opportunity to demonstrate that he has a
valid claim[,]” Satchell v. Dilworth, 745 F.2d 781, 785 (2d Cir. 1984), particularly since there are
“stringent limits on a prisoner’s ability to bring a second or successive application for a writ of
habeas corpus under . . . [section] 2255,” Adams v. United States, 155 F.3d 582, 583 (2d Cir. 1998).
In light of these standards, and the fact that the government has yet to file its response, IT IS
HEREBY ORDERED THAT Petitioner’s request to file an amended petition is GRANTED.
Accordingly, the Clerk of Court is respectfully directed to (1) characterize the pending
section 2255 motions in Fernandez-Rosa v. United States, No. 23-cv-1973 (RJS), Doc. Nos. 1, 10,
as amended section 2255 motions in Fernandez-Rosa v. United States, No. 23-cv-544 (RJS) and
(2) administratively close the action opened under No. 23-cv-1973. IT IS FURTHER ORDERED
THAT, by September 15, 2023, the government shall file a response to Fernandez-Rosa’s section
2255 motion. IT IS FURTHER ORDERED THAT, by October 16, 2023, Fernandez-Rosa shall
file a reply to the government’s response. Absent further order, the motion will be considered fully
2 While Fernandez-Rosa styles his filing as a “supplemental pleading” under Rule 15(d), the Court finds that
subsection inapposite, given that it applies where a “supplemental pleading set[s] out a[] transaction, occurrence, or
event that happened after the date of the pleading to be supplemented.” Fed. R. Civ. P. 15(d) (emphasis added).
Since Ferandez-Rosa’s pleading lays out no new facts postdating his initial section 2255 petitions, it is more properly
characterized as an amended pleading, which instead is governed by Rule 15(a).
submitted as of that date. All further papers filed or submitted for filing must include the criminal
docket number and will be docketed in the criminal case.
The Clerk of Court is respectfully directed to (1) terminate the motions pending at Dkt. No.
23-cv-544, Doc. Nos. 4, 11; (2) terminate the motions pending at Dkt. No. 12-cr-894-2, Doc. Nos.
98, 100, 109; and (3) mail a copy of this Order to Hector Emilio Fernandez-Rosa, BOP ID
# 92339-054, at either USP Terre Haute, P.O. Box 33, Terre Haute, IN 47808, or at any BOP
institution to which Fernandez-Rosa should be subsequently transferred.
SO ORDERED.
Dated: August 16, 2023
New York, New York
RICHARD J. SULLIVAN
UNITED STATES CIRCUIT JUDGE
Sitting by Designation
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