Jordan Whitaker v. Michael Dempsey

CourtCourt of Appeals for the Seventh Circuit
DecidedJuly 25, 2025
Docket23-1086
StatusPublished

This text of Jordan Whitaker v. Michael Dempsey (Jordan Whitaker v. Michael Dempsey) is published on Counsel Stack Legal Research, covering Court of Appeals for the Seventh Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Jordan Whitaker v. Michael Dempsey, (7th Cir. 2025).

Opinion

In the

United States Court of Appeals For the Seventh Circuit ____________________ No. 23-1086 JORDAN WHITAKER, Plaintiff-Appellant, v.

MICHAEL DEMPSEY, et al., Defendants-Appellees. ____________________

Appeal from the United States District Court for the Northern District of Illinois, Western Division. No. 3:18-cv-50373 — Philip G. Reinhard, Judge. ____________________

ARGUED JANUARY 17, 2025 — DECIDED JULY 16, 2025 ____________________

Before SYKES, Chief Judge, and HAMILTON and PRYOR, Circuit Judges. HAMILTON, Circuit Judge. Plaintiff Jordan Whitaker is a prisoner at Dixon Correctional Center with a long history of mental illness and self-harm. This case involves two incidents in August 2018 when Whitaker injured himself by reopening wounds on the inside of his elbow. He claims that Officer Michael Dempsey and Officer Michael Castenado violated his Eighth Amendment rights by acting with deliberate 2 No. 23-1086

indifference to the risk that he would injure himself. He also alleges that a single burst of pepper spray delivered by Lieutenant Brandt Boel constituted cruel and unusual punishment. In the district court, the defendants moved for summary judgment, arguing that no reasonable jury could find that Officer Dempsey or Lieutenant Boel violated Whitaker’s Eighth Amendment rights or that Officer Castenado caused Whitaker to suffer a compensable injury. To oppose defendants’ motion for summary judgment, Whitaker relied exclusively on his deposition testimony, which contradicts itself and his own prior statements, and which diverges substantially from Officer Dempsey’s and Lieutenant Boel’s affidavits. After acknowledging that “he said, he said” disputes are ordinarily reserved for the fact- finder at trial, the district court granted summary judgment to the defendants on all counts. The court explained that this was the “rare” case where the “plaintiff’s version of what hap- pened is so flawed and so self-contradictory” that summary judgment is appropriate. Whitaker v. Dempsey, No. 18 C 50373, 2022 WL 20758240, at *5 (N.D. Ill. Dec. 12, 2022). The court also held that Whitaker had not suffered a cognizable injury at the hands of Officer Castenado. We affirm. Parties and witnesses often contradict themselves or tes- tify ambiguously. In the vast majority of such cases, the con- tradictions and other reasons to question credibility do not justify depriving “the trier of fact of the traditional oppor- tunity to determine which point in time and with which words the witness … was stating the truth.” Bank of Illinois v. Allied Signal Safety Restraint Systems, 75 F.3d 1162, 1170 (7th Cir. 1996), quoting Tippens v. Celotex Corp., 805 F.2d 949, 953– 54 (11th Cir. 1986). In rare cases, however, and we agree with No. 23-1086 3

the district court that this is such a case, internal contradic- tions on critical facts can become so extreme that a party’s po- sition may be deemed incredible beyond reasonable dispute. E.g., In re Chavin, 150 F.3d 726, 728 (7th Cir. 1998). I. Factual and Procedural Background During his incarceration at Dixon Correctional Center, Jor- dan Whitaker has been diagnosed with multiple mental ill- nesses, including antisocial personality disorder, bipolar dis- order, and post-traumatic stress disorder. At all times relevant to this case, Whitaker was housed in the crisis watch area at Dixon. Prisoners on crisis watch were clothed in smocks and deprived of sharp objects that they could use to injure them- selves. Prison policy required correctional officers who learned that a prisoner was at risk of injuring himself to notify a superior officer. Prison policy also prohibited correctional officers from opening the cell door of a prisoner on crisis watch without a supervisor present, regardless of what they observed the prisoner to be doing. Whitaker’s claims involve two incidents, one on August 9, 2018 and one a week later, on August 16, 2018. On August 2nd, one week before the first disputed incident, Whitaker re- ceived medical treatment for cutting himself on the inside of his right elbow. Because he refused to cooperate with prison medical staff, he had to be taken to a hospital emergency room to have the laceration sutured. The next day, Whitaker was placed on a “crisis watch,” with officers checking on him every ten minutes. On August 8th, his crisis-watch interval was changed to every fifteen minutes. The first incident giv- ing rise to Whitaker’s deliberate indifference claim against Of- ficer Dempsey and his wanton and unnecessary force claim against Lieutenant Boel occurred the next day. 4 No. 23-1086

A. The August 9th Incident On August 9th, Officer Dempsey worked the evening shift in the crisis watch wing. Dempsey approached Whitaker’s cell around 9:00 p.m. The parties disagree about what happened next. According to Whitaker’s deposition, he asked to speak with a crisis counselor, but Dempsey refused his request us- ing coarse language. He claims he then showed Dempsey a sharp metal object, between two and a half and three inches in length, and told Dempsey that he was going to cut his arm. Dempsey responded that he “did not care,” after which Whit- aker began cutting the inside of his right elbow with the sharp object. Whitaker testified that Dempsey stood in front of his cell watching him cut himself for about five minutes before calling Lieutenant Boel, the supervisor on duty, for help. Dempsey’s affidavit lays out a different chain of events. He said that he observed Whitaker “on the floor of his cell with blood in his immediate area” and believed him to be in- juring himself. Dempsey denied that Whitaker requested to speak with a crisis counselor or that he held up a sharp object. His affidavit further asserted that he directed Whitaker to stop injuring himself, but Whitaker did not respond or com- ply with that order. Dempsey then called Boel for assistance. Pursuant to prison protocol, he waited for Boel to arrive be- fore entering Whitaker’s cell. When Boel and other correctional officers arrived at the cell, Whitaker was lying on the floor with a wound on his arm. There was blood on the walls and floor of the cell. After Whit- aker did not respond to commands to move to the cuffing port, the officers entered the cell and placed him in handcuffs No. 23-1086 5

with his hands in front, pursuant to prison policy. The officers then waited for nursing staff to arrive. Here, again, Whitaker’s testimony diverged from the affidavits of the correctional of- ficers. Boel’s affidavit asserted that Whitaker became “respon- sive and combative” when nursing staff arrived and that he refused to let them treat him. He began “waving his arm around,” which prevented nursing staff from dressing his wound and resulted in his blood landing on surrounding staff members. Boel ordered Whitaker to stop flailing his arm around so that nursing staff could treat him and to prevent more blood from landing on staff members. Boel says he then warned Whitaker that he would use pepper spray if Whitaker failed to comply with his orders to stop moving. Because Whitaker continued to move his arm and fling blood on staff members, Boel delivered a single burst of pepper spray at Whitaker’s face, after which Whitaker calmed down and be- came compliant. Whitaker admits that blood was spilled on correctional staff, including Boel, but he denies that he ever flailed his arm or intended to get blood on staff members. He further denies that he ever became uncooperative, refused medical treat- ment, or pulled away from medical personnel. He also denies that Boel ordered him to stop moving or warned him about the pepper spray burst. Although the parties dispute when Whitaker became com- pliant, all agree that a nurse was eventually able to treat his wound.

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