Justia Professional Malpractice & Ethics Opinion Summaries

Tyree M. Neal, Jr. was indicted for conspiracy to distribute cocaine under federal law. After evading arrest in a high-speed chase and carjacking, he was eventually apprehended. The government sought a sentencing enhancement based on Neal’s prior Illinois conviction for unlawful delivery of cocaine, which, if applied, increased his statutory maximum sentence from 20 to 30 years. Neal pleaded guilty, represented by several attorneys during plea negotiations and sentencing. At sentencing, the district court found the enhancement applicable and imposed the 30-year maximum. Neal appealed, arguing his guilty plea was involuntary and lacked a factual basis, but did not challenge the enhancement. The United States Court of Appeals for the Seventh Circuit affirmed his conviction.Subsequently, Neal filed a motion under 28 U.S.C. §2255 in the United States District Court for the Southern District of Illinois, claiming ineffective assistance of counsel. He argued that his appellate, sentencing, and plea counsel were deficient for failing to raise the argument that his Illinois cocaine conviction could not support the federal enhancement, an argument that later succeeded in United States v. Ruth. The district court denied relief, finding that counsel were not deficient for failing to anticipate a change in law, and held an evidentiary hearing regarding appellate counsel’s performance. The court concluded appellate counsel was not ineffective, as the unraised argument was not “obvious nor clearly stronger” than those presented.On appeal, the United States Court of Appeals for the Seventh Circuit affirmed the district court’s judgment. The court held that, although later precedent established the categorical approach to such enhancements, counsel’s failure to raise the argument did not constitute ineffective assistance under Strickland v. Washington. The court found that none of Neal’s attorneys performed below an objective standard of reasonableness given the law at the time, and thus denied collateral relief. View "Neal v USA" on Justia Law

Kenin Edwards was sentenced to 21 months’ imprisonment for tax fraud after a series of procedural complications. Edwards, who was represented by four different attorneys throughout the process, delayed his trial multiple times before pleading guilty. After his guilty plea, he fired his final attorney, decided to represent himself, recanted his admission of guilt, sought to vacate his plea, and filed numerous frivolous motions. The government, which had initially agreed to recommend a five-month split sentence, sought a 21-month sentence due to Edwards's conduct.The United States District Court for the Central District of Illinois handled the case. Edwards's initial attorneys withdrew due to a breakdown in strategy, and his subsequent attorney was disqualified due to a conflict of interest. Edwards then retained a fourth attorney, with whom he eventually reached a plea agreement. However, Edwards later discharged this attorney as well and chose to represent himself. The district court conducted a Faretta hearing to ensure Edwards's waiver of counsel was knowing and intelligent. Despite Edwards's numerous pro se filings and attempts to withdraw his guilty plea, the district court denied his motions and sentenced him to 21 months.The United States Court of Appeals for the Seventh Circuit reviewed the case. Edwards argued that his Sixth Amendment rights were violated when the district court disqualified his attorney and allegedly forced him to proceed pro se at sentencing. He also claimed the government breached the plea agreement by recommending a higher sentence. The Seventh Circuit dismissed Edwards's appeal, finding that he had waived his right to appeal in his plea agreement. The court held that Edwards's claims did not fall within the exceptions to the appeal waiver and that the government did not breach the plea agreement. View "United States v. Edwards" on Justia Law

Dante Small faced charges of battery and two counts of attempted murder for hitting one police officer with a car and narrowly missing another. He claimed that his trial attorney misadvised him about his sentencing exposure, leading him to reject a plea offer and proceed to trial. An Illinois jury convicted him on all counts, and the trial judge sentenced him to the mandatory minimum of 40 years in prison. Small then sought federal habeas relief, alleging ineffective assistance of counsel.In the Circuit Court of Cook County, Illinois, Small's attorney indicated that Small wanted to negotiate a plea agreement. During a pretrial hearing, the prosecutor mentioned a 20-year plea offer, which was rejected. Small was ultimately convicted and sentenced to 40 years. He filed a pro se post-conviction petition, arguing that his counsel misinformed him about the sentencing range and that he would have accepted a plea if properly advised. The state trial court denied his petition, and the Appellate Court of Illinois affirmed, finding that the pretrial transcript contradicted Small's claims. The Supreme Court of Illinois denied his petition for leave to appeal.The United States Court of Appeals for the Seventh Circuit reviewed the case. The court found that the state court made an unreasonable determination of fact by concluding that the pretrial transcript contradicted Small's claims about being misadvised on sentencing exposure. The Seventh Circuit held that Small was entitled to an evidentiary hearing to develop the factual record regarding his ineffective assistance of counsel claim. The court vacated the district court's order and remanded the case for an evidentiary hearing. View "Small v. Woods" on Justia Law

Robert Fletcher and Bartlow Gallery, Ltd. claimed that a painting depicting a desert scene with a pond was created by renowned artist Peter Doig while he was incarcerated in Canada in the 1970s. Fletcher alleged he purchased the painting from Doig for $100. Doig denied these claims, stating he was never incarcerated in Canada and did not create the painting. Fletcher and Bartlow sought a court declaration that Doig was the artist.The United States District Court for the Northern District of Illinois held a bench trial and found that the painting was not created by Peter Doig but by another individual named Peter Doige. The court entered judgment against Fletcher and Bartlow. Subsequently, Doig and other defendants filed a motion for sanctions against Fletcher, Bartlow, and their counsel, William Zieske, under Federal Rule of Civil Procedure 11 and 28 U.S.C. § 1927, arguing the case was litigated in bad faith. The district court granted the motion for sanctions.The United States Court of Appeals for the Seventh Circuit reviewed the case. Zieske appealed the sanctions, arguing that the district court's denial of summary judgment indicated the claims were not frivolous. The appellate court noted that the standards for summary judgment and sanctions are different, and the denial of summary judgment does not preclude sanctions if the claims later prove to be groundless. The appellate court found that the district court did not abuse its discretion in imposing sanctions, as the evidence overwhelmingly showed that Doig did not create the painting and that Fletcher, Bartlow, and Zieske should have known their claims were baseless by May 7, 2014. The appellate court affirmed the district court's award of sanctions and its judgment. View "Fletcher v Doig" on Justia Law

Christopher Pable, a software engineer with the Chicago Transit Authority (CTA), discovered a cybersecurity vulnerability in the BusTime system, which was developed by Clever Devices, Ltd. Pable reported the vulnerability to his supervisor, Mike Haynes, who tested it on another city's transit system. Clever Devices, which had a significant contract with the CTA, alerted the CTA about the incident, leading to the termination of Pable and Haynes. Pable then sued the CTA and Clever Devices under the National Transit Systems Security Act, alleging retaliation for whistleblowing.The United States District Court for the Northern District of Illinois dismissed Pable's complaint during the discovery phase, citing the deletion of evidence and misconduct by Pable's attorney, Timothy Duffy. The court also imposed monetary sanctions on both Pable and Duffy. The court found that Pable and Duffy had failed to preserve relevant electronically stored information (ESI) and had made misrepresentations during the discovery process.The United States Court of Appeals for the Seventh Circuit reviewed the case and affirmed the district court's decision. The appellate court held that the district court did not abuse its discretion in dismissing Pable's complaint under Federal Rule of Civil Procedure 37(e) due to the intentional spoliation of evidence. The court also upheld the monetary sanctions imposed under Rule 37(e), Rule 37(a)(5), and 28 U.S.C. § 1927, finding that Duffy's conduct unreasonably and vexatiously multiplied the proceedings. The appellate court declined to impose additional sanctions on appeal, concluding that the appeal was substantially justified. View "Christopher Pable v CTA" on Justia Law

Tarlochan Singh, a Sikh man from India, fled to the United States in 2010 after suffering repeated violence due to his political affiliations. The Department of Homeland Security charged him with inadmissibility, and Singh applied for asylum, withholding of removal, and protection under the Convention Against Torture. An immigration judge denied his applications in 2017, finding his claims credible but insufficient to establish past persecution or a well-founded fear of future persecution. The Board of Immigration Appeals (BIA) affirmed this decision in 2018.Singh attempted to file a petition for review with the Seventh Circuit Court of Appeals, but his attorney failed to meet the statutory deadline. Singh then filed a motion to reopen and reissue the BIA's decision, citing ineffective assistance of counsel. The BIA denied this motion, stating that Singh did not meet the procedural requirements. Singh filed another motion to reconsider, which was also denied by the BIA for being untimely and number barred, among other reasons. The Seventh Circuit remanded the case to the BIA to consider the merits of Singh's ineffective assistance claim, but the BIA again denied the motion, citing failure to meet procedural requirements.The United States Court of Appeals for the Seventh Circuit reviewed Singh's petition and upheld the BIA's decision. The court found that Singh failed to comply with the procedural requirements for an ineffective assistance of counsel claim as outlined in Matter of Lozada. Specifically, Singh did not provide a detailed account of his agreement with his attorney, did not notify his attorney of the allegations, and did not provide proof of filing a disciplinary complaint. Consequently, the Seventh Circuit denied Singh's petition for review. View "Singh v. Bondi" on Justia Law

Michael Lairy petitioned for a writ of habeas corpus under 28 U.S.C. § 2255, arguing that he did not qualify for the Armed Career Criminal Act’s (ACCA) mandatory 15-year sentence and that his counsel was ineffective for not raising this issue. The government did not address the merits of Lairy’s claims but argued that they were raised after the statute of limitations had expired. The district court denied his petition, rejecting Lairy’s arguments that the government forfeited the statute of limitations defense, that he was actually innocent of ACCA, and that he was entitled to equitable tolling.The United States District Court for the Southern District of Indiana held that Lairy’s petition was untimely and that the government did not forfeit the statute of limitations defense. The court also found that Lairy’s claim of actual innocence did not apply because it was a legal, not factual, argument. Additionally, the court denied Lairy’s request for equitable tolling without conducting an evidentiary hearing.The United States Court of Appeals for the Seventh Circuit reviewed the case and agreed with the district court’s evaluation of forfeiture and actual innocence. However, the appellate court found that the district court abused its discretion by rejecting equitable tolling without first conducting an evidentiary hearing. The Seventh Circuit vacated the denial of the petition and remanded the case to the district court to conduct an evidentiary hearing on equitable tolling. The court affirmed the judgment in all other respects. View "Lairy v. United States" on Justia Law

Ruben Santoyo, proceeding without counsel, filed a lawsuit under 42 U.S.C. § 1983 against the City of Chicago and two police officers, challenging the constitutionality of his arrest. Over three years, Santoyo repeatedly filed frivolous motions, many of which attacked the competence and integrity of the district judge. Despite numerous warnings from the judge that further frivolous filings would result in sanctions, Santoyo continued his behavior.The United States District Court for the Northern District of Illinois granted summary judgment in favor of the defendants and denied Santoyo's motions to vacate the judgment. While Santoyo's appeal of the denial was pending, the defendants moved to recover their costs. Instead of addressing the merits of this motion, Santoyo accused the defendants of bad faith and requested disciplinary action against their counsel. The district judge, having lost patience, granted the defendants' motion for costs, imposed a $1,500 sanction on Santoyo, and referred him to the district's Executive Committee, which barred future filings until the sanction was paid.The United States Court of Appeals for the Seventh Circuit reviewed the case. Santoyo argued that the district judge violated his due process rights by not notifying him of the sanction or giving him an opportunity to respond. The appellate court disagreed, noting that Santoyo had been warned multiple times about the consequences of further frivolous filings. The court held that the district judge provided sufficient notice and opportunity for Santoyo to respond, satisfying due process requirements. The Seventh Circuit affirmed the district court's imposition of sanctions. View "Santoyo v. City of Chicago" on Justia Law

Fourteen plaintiffs, including pilots, a physician, a nurse, and an attorney, were required to undergo alcohol testing to maintain their employment and professional licenses. The tests, developed by United States Drug Testing Laboratories, Inc. (USDTL), indicated positive results for alcohol consumption, leading to significant professional harm. The plaintiffs alleged that the tests were unreliable and sued USDTL and its officers under the Racketeer Influenced and Corrupt Organizations Act (RICO) and state law. They also sued Choice Labs Services (CLS) and its owners, who provided the tests to the administrators.The plaintiffs initially filed suit in the Southern District of Florida, asserting claims for fraud and negligence. The district court dismissed the case without prejudice, finding the complaint insufficient. The plaintiffs then filed a second amended complaint, adding CLS as defendants. The case was transferred to the Northern District of Illinois, where the district court dismissed the RICO claims under Rule 12(b)(6) and denied supplemental jurisdiction over the state law claims. The plaintiffs' motion to alter or amend the judgment was also denied.The United States Court of Appeals for the Seventh Circuit reviewed the case de novo and affirmed the district court's decision. The court held that the plaintiffs failed to establish proximate causation for their RICO claims, as they did not adequately allege a direct link between USDTL's alleged misrepresentations and their professional injuries. The court also found that the plaintiffs did not meet the heightened pleading requirements for fraud under Rule 9(b). Consequently, the RICO claims were dismissed with prejudice, and the state law claims were dismissed without prejudice. View "Ratfield v United States Drug Testing Laboratories, Inc." on Justia Law

An executive at a litigation funding company, Signal, resigned to start a competing business and sought legal advice from Signal’s outside counsel, Sugar Felsenthal Grais & Helsinger LLP. Signal sued the law firm and several of its attorneys, alleging legal malpractice, breach of contract, breach of fiduciary duty, and fraud. The district court dismissed some claims and granted summary judgment in favor of the defendants on the remaining claims. Signal appealed these rulings.The United States District Court for the Northern District of Illinois dismissed Signal’s breach of fiduciary duty claim and part of its fraud claim, allowing the legal malpractice, breach of contract, and fraudulent misrepresentation claims to proceed. The court also struck Signal’s request for punitive damages. During discovery, the court denied Signal’s motion to compel production of a memorandum prepared by one of the defendants. The district court later granted summary judgment in favor of the defendants on all remaining claims.The United States Court of Appeals for the Seventh Circuit reviewed the case and affirmed the district court’s rulings. The appellate court agreed that Signal failed to establish proximate cause and damages for its legal malpractice and breach of contract claims. The court also found that Signal waived its challenge to the summary judgment ruling on the fraudulent misrepresentation claim by not adequately addressing it on appeal. Additionally, the court upheld the district court’s decision to deny Signal’s motion to compel production of the memorandum, as Signal did not demonstrate that the document influenced the witness’s testimony. The appellate court concluded that the district court’s dismissal of the fraudulent concealment theory was harmless error and denied Signal’s motion to certify a question to the Illinois Supreme Court as moot. View "Signal Funding, LLC v Sugar Felsenthal Grais & Helsinger LLP" on Justia Law