“[I]n general, a petitioner’s lack of knowledge of governing legal rules does not justify the invocation of statutory or equitable tolling.”
How later courts described this case
- “[I]n general, a petitioner’s lack of knowledge of governing legal rules does not justify the invocation of statutory or equitable tolling.”
- explaining the good cause and excusable neglect standards
- “To prevail on a Rule 59(e) motion to amend judgment, a party must clearly establish (1) that the court committed a manifest error of law or fact, or (2) that newly discovered evidence precluded entry of judgment.”
- explaining the excusable neglect standard
Written by the judges who cited it.
The opinion
IN THE UNITED STATES DISTRICT COURT
FOR THE SOUTHERN DISTRICT OF ILLINOIS
RAYMOND GLASPER,
Petitioner,
v. Case No. 3:23-CV-00767-NJR
UNITED STATES OF AMERICA,
Respondent.
MEMORANDUM AND ORDER
ROSENSTENGEL, District Judge:
This matter is before the Court on Petitioner Raymond Glasper’s motion to vacate
his conviction and sentence pursuant to 28 U.S.C. § 2255. (Doc. 1). Glasper contends that
his conviction and corresponding sentence for producing child pornography must be
vacated because he received ineffective assistance from his trial counsel in violation of
his Sixth Amendment rights. For the reasons set forth below, Glasper’s section 2255
motion is denied.
BACKGROUND
Glasper’s criminal case dates to March 2011, when he was charged with producing
child pornography (Count I) and attempting to produce child pornography (Count II).
See United States v. Glasper, No. 3:11-cr-30053-NJR (S.D. Ill.), Doc. 1. In that matter, he was
represented by Assistant Federal Public Defender Todd Schultz.
The conduct for which Glasper was charged occurred between May and October
2008. After Glasper was arrested for an unrelated traffic offense, officers found a micro-
SD card in the center console of his vehicle that contained videos of two minor females,
one of whom was nude and standing in a bathtub being videotaped, and the other whom
Glasper surreptitiously recorded as she entered and exited the shower. (Doc. 52). One of
the minors was Glasper’s eight-year-old niece. (Doc. 32). In the video, Glasper can be
heard telling the victim to pose while standing nude in the bathtub. Glasper also directed
her to show her feet and zoomed in on her breasts, feet, and genitalia.
The other minor was Glasper’s own 15-year-old daughter. Glasper hid a camera
behind a towel with a hole cut in it and recorded her while she was nude, getting in and
out of the shower. There were also numerous videos of Glasper zooming in on his
daughter’s buttocks or feet while she was engaged in regular activities, as well as videos
of Glasper sneaking into her room at night, with a flashlight, so he could videotape her
buttocks and feet while she was asleep.
On September 23, 2011, Glasper pleaded guilty to Count I of the indictment
pursuant to a plea agreement. (Doc. 5-1). By the parties’ agreement, the Government
agreed to dismiss Count II at the time of sentencing. In exchange, Glasper agreed to waive
most of his rights to seek review of his conviction and sentence. (Id. at pp. 8-9).1
Following Glasper’s guilty plea, the United States Probation Office prepared an initial
presentence report (“PSR”). (Glasper, supra, Doc. 43). The PSR recommended a 360-month
sentence based on a total offense level of 42 and a criminal history category of II. Glasper
objected to the PSR, arguing among other things that a five-point enhancement in
U.S.S.G. § 4B1.5(b)(1) did not apply. He reasoned that the video recording of his daughter
1 He retained the right to challenge the reasonableness of his sentence if the Court imposed a sentence in
excess of the Sentencing Guidelines.
amounted to video voyeurism, which would not trigger the application of that guideline.
(Doc. 5-2, pp. 5-6). The Government opposed Glasper’s objection. (Glasper, supra, Doc. 47).
Glasper also filed a sentencing memorandum seeking a 192-month sentence. (Glasper,
supra, Doc. 54).
Eventually, the parties came to an agreement by which Glasper would withdraw
his objections to the PSR in exchange for a joint recommendation that he receive a 240-
month sentence. (Doc. 5-4). He also agreed to modify the waiver provision of his plea
agreement so that he could challenge the reasonableness of his sentence only if it
exceeded 240 months. (Id. at p. 2). Glasper appeared before the Honorable G. Patrick
Murphy for sentencing on March 5, 2012. Judge Murphy accepted the parties’ joint
recommendation and sentenced Glasper to 240-months incarceration, to be followed by
a five-year term of supervised release, a $1,000 fine, and a $100 special assessment.
(Glasper, supra, Doc. 59). Judgment was entered the next day. (Glasper, supra, Doc. 61).
Glasper did not appeal. In May 2020, he filed a motion for a reduction in his
sentence under 18 U.S.C. § 3582(c)(2), citing a variety of physical ailments. (Glasper, supra,
Docs. 64, 70) The Court denied his motion on October 29, 2020, and the court of appeals
affirmed the decision. See United States v. Glasper, No. 11-30053, 2020 WL 6363703, at *1
(S.D. Ill. Oct. 29, 2020), aff’d, 854 F. App’x 748 (7th Cir. 2021). On November 9, 2023,
Glasper filed a motion for sentence reduction pursuant to 18 U.S.C. § 3582 and
Amendment 821 to the U.S. Sentencing Guidelines. (Glasper, supra, Doc. 89). The Court
denied the motion on February 14, 2024, concluding that Glasper was ineligible for a
sentence reduction. (Glasper, supra, Doc. 97). Glasper filed two further motions for a
reduction in sentence in April 2024 and March 2025. (Glasper, supra, Docs. 99 & 107). He
cited a variety of physical health conditions and contended that his sentence was
erroneously enhanced by the application of § 4B1.5. Finding that none of Glasper’s
arguments constituted extraordinary and compelling reasons warranting a reduction in
his sentence and that the 18 U.S.C. § 3553(a) factors did not favor release, the Court denied
his motion. (Glasper, supra, Doc. 108).
Glasper presently is incarcerated a FCI Forrest City Low and is scheduled to be
released on November 10, 2027. See BOP Inmate Locator,
https://www.bop.gov/inmateloc/ (last visited Jan. 26, 2026).
The present proceedings concern Glasper’s motion to vacate his conviction and
sentence under 28 U.S.C. § 2255, his first such motion, which was filed on March 2, 2023.
(Doc. 1). Upon preliminary review, the Court ordered the Government to file a response.
(Docs. 2 & 5). Glasper later filed a reply brief. (Doc. 6).
LEGAL STANDARD
Section 2255 of Title 28 of the United States Code provides a federal prisoner with
a post-conviction remedy to test the legality of their detention “upon the ground that the
sentence was imposed in violation of the Constitution or laws of the United States.”
28 U.S.C. § 2255(a). “[R]elief under § 2255 is an extraordinary remedy because it asks the
district court essentially to reopen the criminal process to a person who already has had
an opportunity for full process.” Almonacid v. United States, 476 F.3d 518, 521 (7th Cir.
2007) (citing Kafo v. United States, 467 F.3d 1063, 1068 (7th Cir. 2006)). Thus, it “is available
only in extraordinary situations, such as an error of constitutional or jurisdictional
magnitude or where a fundamental defect has occurred which results in a complete
miscarriage of justice.” Blake v. United States, 723 F.3d 870, 878-79 (7th Cir. 2013) (citations
omitted).
DISCUSSION
Glasper contends that he is entitled to relief because (1) he did not qualify for the
§ 4B1.5 sentencing enhancement as he had no prior sex offense convictions, (2) his trial
counsel was ineffective for conceding that the guideline applied, and (3) he should have
been evaluated by a forensic psychiatrist to ascertain whether he was capable of
understanding the criminality of his conduct at the time of the offense. In response, the
Government argues Glasper’s motion is untimely, coming approximately eleven years
after his conviction became final. It adds that Glasper’s plea agreement bars his first and
third claims, that he procedurally defaulted on those claims by failing to present them on
direct appeal, and his ineffective assistance claim fails on the merits. The Court agrees
with the Government that Glasper’s motion is untimely and therefore does not reach any
other argument.
A motion for relief under 28 U.S.C. § 2255 is subject to a one-year limitations
period, which runs from the latest of four possible dates:
(1) the date on which the judgment of conviction becomes final;
(2) the date on which the impediment to making a motion created by
governmental action in violation of the Constitution or laws of the
United States is removed, if the movant was prevented from making
a motion by such governmental action;
(3) The date on which the right asserted was initially recognized by the
Supreme Court, if that right has been newly recognized by the
Supreme Court and made retroactively applicable to cases on
collateral review; or
(4) The date on which the facts supporting the claim or claims presented
could have been discovered through the exercise of due diligence.
28 U.S.C. § 2255(f).
In a typical case, the limitations period will begin to run under subsection (f)(1) of
§ 2255, or the date on which the challenged conviction becomes “final.” Id. § 2255(f)(1).
Where a defendant does not seek direct review, as here, finality coincides with the
expiration of the deadline to file a notice of appeal, see Clarke v. United States, 703 F.3d
1098, 1100 (7th Cir. 2013), generally 14 days after the entry of judgment, Fed. R. App. P.
4(b)(1)(A)(i). Here, Glasper’s conviction became final for purposes of 28 U.S.C. § 2255(f)(1)
on March 20, 2012—14 days from the date of judgment. The ordinary limitations period
would thus have expired one year later—on March 14, 2013. Glasper did not file his
Section 2255 motion until March 2, 2023, however, nearly ten years after the deadline.
Thus, Glasper must rely on one of the alternative limitations provisions. He
appears to invoke subsection (f)(4), writing that “[t]hese errors/wrongs were not
discovered until recently.” (Doc. 1, p. 11). In his reply brief, he claims that he was
“recently contacted by several legal advocacy groups” who informed him that the
application of § 4B1.5 to his sentence was erroneous. (Doc. 6, p. 2). Glasper says he
received correspondence from these organizations on February 15, 2023, and February
21, 2023. (Id.). He adds that he did not know his mental health conditions could furnish a
basis to question the validity of his conviction and sentence until “February 23, 2023 @
2:15pm CST.” (Id.). These points fail to persuade.
Section 2255(f)(4) allows the one-year statute of limitations to run from “the date
on which the facts supporting the claim or claims presented could have been discovered
through the exercise of due diligence.” Glasper’s claims, however, are legal arguments
he could have raised at the time of his conviction and are not based on any new facts. It
is well-settled that subsection (f)(4) “is not triggered when a petitioner discovers or
understands a new legal decision or theory.” United States v. Hayes, No. 19-50104, 2020
WL 2112367, at *2 (N.D. Ill. May 4, 2020) (citing Owens v. Boyd, 235 F.3d 356, 359 (7th Cir.
2000)). “[T]he question for federal purposes is when [the petitioner] learned about the
new ‘fact’ rather than when he recognized its legal significance.” Wilson v. United States,
413 F.3d 685, 687 (7th Cir. 2005) (citing Owens, 235 F.3d at 359). Whether § 4B1.5 properly
applied to the facts here is a purely legal question. One—perhaps—could argue that a
change in mental health that gives a defendant new perspective on his prior capacity
could be considered a new fact not capable of earlier discovery. Glasper makes no such
allegation here, however.
Of course, § 2255’s limitations period is subject to equitable tolling. Nolan v. United
States, 358 F.3d 480, 483 (7th Cir. 2004). However, “the threshold necessary to trigger
equitable tolling is very high[.]” United States v. Marcello, 212 F.3d 1005, 1010 (7th Cir.
2000). A petitioner seeking equitable tolling “must show: (1) that [they have] been
pursuing [their] rights diligently; and (2) that some extraordinary circumstance stood in
[their] way and prevented timely filing.” Lombardo v. United States, 860 F.3d 547, 551 (7th
Cir. 2017) (citing Holland v. Florida, 560 U.S. 631, 649 (2010)). In establishing diligence, a
petitioner must demonstrate their “reasonable effort throughout the limitations period”
beyond “mere conclusory allegations of diligence[.]” Mayberry v. Dittmann, 904 F.3d 525,
531 (7th Cir. 2018) (citing Carpenter v. Douma, 840 F.3d 867, 870 (7th Cir. 2016)). “[S]imple
legal errors, such as ignorance of the federal deadline, do not suffice.” Perry v. Brown,
950 F.3d 410, 412 (7th Cir. 2020). Extraordinary circumstances exist only where an
external factor beyond the petitioner’s control caused the delay in filing. Lombardo,
860 F.3d at 552 (citing Menominee Indian Tribe of Wis. v. United States, 577 U.S. 250, 257
(2016)).
Glasper does not invoke explicitly the equitable tolling doctrine, and the Court is
unable to derive from his motion any extraordinary circumstances that would warrant
tolling in any event. Cf. Famous v. Fuchs, 38 F.4th 625, 631 (7th Cir. 2022) (“[I]n general, a
petitioner’s lack of knowledge of governing legal rules does not justify the invocation of
statutory or equitable tolling.”). For these reasons, the Court concludes that Glasper’s
Section 2255 motion is procedurally barred as untimely.2
CONCLUSION
Glasper’s claims are procedurally barred because they are untimely, and he has
not established an entitlement to equitable tolling. For the reasons stated above, his
motion to vacate, set aside, or correct his sentence (Doc. 1) pursuant to 28 U.S.C. § 2255 is
DENIED. This civil action is DISMISSED with prejudice, and the Clerk of Court is
DIRECTED to enter judgment accordingly.
2 Although an evidentiary hearing is necessary when a petitioner alleges facts that, if true, would entitle
him to relief, Mayberry, 904 F.3d at 532, the Court need not hold a hearing when “the files and records of
the case conclusively show that the prisoner is entitled to no relief.” Lafuente v. United States, 617 F.3d 944,
946 (7th Cir. 2010) (quoting 28 U.S.C. § 2255(b)). The record here makes abundantly clear that Glasper is
not entitled to relief, so no hearing is necessary.
CERTIFICATE OF APPEALABILITY
Rule 11(a) of the Rules Governing Section 2255 Proceedings requires district courts
to consider whether to issue or deny a certificate of appealability when entering a final
order adverse to a petitioner. Under 28 U.S.C. § 2253(c)(2), a certificate of appealability
may be issued “only if the applicant has made a substantial showing of the denial of a
constitutional right.” To meet this standard, a petitioner “must have a constitutional
claim (or an underlying procedural argument on which a constitutional claim depends),
and he must ‘demonstrate that reasonable jurists would find the district court’s
assessment of his constitutional claims debatable or wrong.’” United States v. Fleming, 676
F.3d 621, 625 (7th Cir. 2012) (quoting Tennard v. Dretke, 542 U.S. 274, 282 (2004)) (emphasis
omitted); see also Slack v. McDaniel, 529 U.S. 473, 484 (2000) (holding that to obtain a
certificate of appealability after dismissal on procedural grounds, a petitioner must show
that reasonable jurists “would find it debatable whether the petition states a valid claim
of the denial of a constitutional right” and “whether the district court was correct in its
procedural ruling”).
Here, reasonable jurists would not debate that Glasper’s claims are procedurally
barred as untimely. Accordingly, a certificate of appealability is denied.
NOTICE OF APPELLATE RIGHTS
If Glasper wishes to contest this Order, he has two options. He may seek review of
the Order by the Seventh Circuit or request the undersigned to reconsider the Order
before going to the Seventh Circuit. If Glasper chooses to go straight to the Seventh
Circuit, he will only be allowed to proceed on his appeal if he first obtains a certificate of
appealability. The undersigned has already declined to issue a certificate of appealability.
So, Glasper must request a certificate of appealability from the Court of Appeals pursuant
to Rule 22 of the Federal Rules of Appellate Procedure and 28 U.S.C. § 2253(c). He must
also file a notice of appeal within 30 days from the entry of judgment or order appealed
from. Fed. R. App. P. 4(a)(1)(A). The deadline can be extended for a short time only if
Glasper files a motion showing excusable neglect or good cause for missing the deadline
and asking for an extension of time. Fed. R. App. P. 4(a)(5)(A), (C); see also Sherman v.
Quinn, 668 F.3d 421, 424 (7th Cir. 2012) (explaining the good cause and excusable neglect
standards); Abuelyaman v. Illinois State Univ., 667 F.3d 800, 807-08 (7th Cir. 2011)
(explaining the excusable neglect standard).
The current cost of filing an appeal with the Seventh Circuit is $605.00. The filing
fee is due at the time the notice of appeal is filed. Fed. R. App. P. 3(e). If Glasper cannot
afford to pay the entire filing fee up front, he must file a motion for leave to appeal in
forma pauperis (“IFP motion”) along with a recent statement for his prison trust fund
account. See Fed. R. App. P. 24(a)(1)(C). The IFP motion must set forth the issues Glasper
plans to present on appeal. See Fed. R. App. P. 24(a)(1)(C). If he is allowed to proceed IFP
on appeal, he will be assessed an initial partial filing fee. 28 U.S.C. § 1915(b)(1). He will
then be required to make monthly payments until the entire filing fee is paid. 28 U.S.C.
§ 1915(b)(2).
On the other hand, if Glasper wants to start with the undersigned, he should file a
motion to alter or amend the judgment under Federal Rule of Civil Procedure 59(e). The
motion must be filed within 28 days of the entry of judgment, and the deadline cannot be
extended. Fed. R. Civ. P. 59(e); 6(b)(2). The motion also must comply with Rule 7(b)(1)
and state with sufficient particularity the reason(s) that the Court should reconsider the
judgment. Elustra v. Mineo, 595 F.3d 699, 707-08 (7th Cir. 2010); see also Blue v. Hartford Life
& Acc. Ins. Co., 698 F.3d 587, 598 (7th Cir. 2012) (“To prevail on a Rule 59(e) motion to
amend judgment, a party must clearly establish (1) that the court committed a manifest
error of law or fact, or (2) that newly discovered evidence precluded entry of judgment.”)
(citation and internal quotation marks omitted).
So long as the Rule 59(e) motion is in proper form and timely submitted, the 30-
day clock for filing a notice of appeal will be stopped. Fed. R. App. P. 4(a)(4). The clock
will start anew once the undersigned rules on the Rule 59(e) motion. Fed. R. App. P.
4(a)(1)(A), (a)(4), & (a)(4)(B)(ii). To be clear, if the Rule 59(e) motion is filed outside the
28-day window or “completely devoid of substance,” the motion will not stop the clock
for filing a notice of appeal; it will expire 30 days from the entry of judgment. Carlson v.
CSX Transp., Inc., 758 F.3d 819, 826 (7th Cir. 2014); Martinez v. Trainor, 556 F.2d 818, 819-
20 (7th Cir. 1977). Again, this deadline can be extended only on a written motion by
Glasper showing excusable neglect or good cause.
IT IS SO ORDERED.
DATED: January 26, 2026
NANCY J. ROSENSTENGEL |
United States District Judge
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