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United States v. Anthony Simmons
683 F. App'x 522
| 7th Cir. | 2017
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Background

  • Anthony Simmons was convicted in April 2013 by a jury of wire fraud, bankruptcy fraud, and falsifying bankruptcy records arising from schemes to defraud homeowners facing foreclosure.
  • Simmons waited until April 2016—more than three years after the verdict—to move for a new trial under Federal Rule of Criminal Procedure 33, alleging the government introduced three pieces of “false” evidence (a stipulation of wire transfers, testimony labeling him a “bankruptcy preparer,” and a summary chart).
  • The district court denied the Rule 33 motion on July 29, 2016 as untimely: Simmons did not show newly discovered evidence for the 14-day window under Rule 33(b)(2), and a new-trial motion based on newly discovered evidence under Rule 33(b)(1) was filed after the three-year limit. The court also held Simmons could have discovered the evidence with due diligence.
  • Simmons filed a motion for reconsideration on August 15, 2016 with a certificate of service claiming hand delivery; the district court denied it the same day. Simmons appealed; his August 29 notice of appeal was timely only as to the August 15 order.
  • On appeal, Simmons argued the reconsideration motion was timely under the prison-mailbox rule because he emailed the motion to a family member who hand-delivered it. The court rejected that argument because (1) the mailbox rule requires filing via prison mail and supporting evidence (declaration, notarization, or postmark) when relying on third-party delivery, and (2) Simmons’ attachments did not satisfy Rule 4(c) and contained timing inconsistencies.
  • The court held the August 15 filing was in substance a new Rule 33 motion subject to the three-year deadline; Simmons’s motion was nearly four months late. The Seventh Circuit affirmed and denied Simmons’ ancillary motions for default judgment and renewed bail.

Issues

Issue Plaintiff's Argument Defendant's Argument Held
Timeliness of Rule 33 motion Government: Simmons’ Rule 33 motion was untimely because he did not show newly discovered evidence for the 14-day rule and the three-year window had passed Simmons: Motion was timely because Rule 33(b)(1) three-year deadline fell on a Sunday, so filing the next day complied with Rule 45 Court: Motion untimely—Simmons filed past both the 14-day and three-year limits; even if timely argument, evidence was discoverable with diligence
Timeliness of motion for reconsideration and effect on appeal period Government: Reconsideration was filed after the 14-day window to toll appeal; thus July 29 order was final and appeal was untimely Simmons: Motion for reconsideration was timely under the prison-mailbox rule because he emailed it to a family member within 14 days Court: Reconsideration untimely; mailbox rule did not apply without prison-mailing evidence or proper sworn/postmarked proof; thus appeal was timely only as to the August 15 denial
Application of prison-mailbox rule to third-party delivery Government: Mailbox rule requires inmate deposit in prison mail; third-party delivery requires evidentiary proof of timely transmission Simmons: Relied on emails from a third party and a certificate of service asserting hand-delivery Court: Mailbox rule inapplicable absent proper proof; Simmons’ emails and belated certificate of service insufficient
Substance vs. form of filings (reconsideration treated as new Rule 33 motion) Government: Late reconsideration should be treated as another Rule 33 motion subject to three-year limit Simmons: Characterized filing as a timely reconsideration to preserve appeal rights Court: Substance controls; the late reconsideration was effectively another new-trial motion and therefore barred by the three-year limit

Key Cases Cited

  • United States v. Healy, 376 U.S. 75 (1964) (tolling appeal period by filing posttrial motions)
  • United States v. Beard, 745 F.3d 288 (7th Cir. 2014) (posttrial motions toll finality; substance-over-form for successive motions)
  • United States v. Rollins, 607 F.3d 500 (7th Cir. 2010) (timeliness of notices and tolling rules)
  • Houston v. Lack, 487 U.S. 266 (1988) (prisoner mailbox rule for filing)
  • Armstrong v. Louden, 834 F.3d 767 (7th Cir. 2016) (application of mailbox rule and filing date rules)
  • Ford v. Wilson, 747 F.3d 944 (7th Cir. 2014) (requirement for evidence supporting mailbox-rule filing when third parties involved)
  • Ray v. Clements, 700 F.3d 993 (7th Cir. 2012) (evidentiary support needed to prove timely mailing)
  • Redd v. United States, 630 F.3d 649 (7th Cir. 2011) (characterizing late postjudgment filings as new motions)
  • Cook v. Stegall, 295 F.3d 517 (6th Cir. 2002) (mailbox rule inapplicable when inmate mails to third party for filing)
  • Paige v. United States, 171 F.3d 559 (8th Cir. 1999) (same: third-party mailing does not invoke mailbox rule)
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Case Details

Case Name: United States v. Anthony Simmons
Court Name: Court of Appeals for the Seventh Circuit
Date Published: Apr 20, 2017
Citation: 683 F. App'x 522
Docket Number: 16-3315
Court Abbreviation: 7th Cir.