Judge Reduces Pro Bono Client’s 106.5-Year Sentence to 28 Years

In a victory for pro bono client Robert Rollins, United States District Court Judge Gary Feinerman reduced Mr. Rollins’ “stupendously long” sentence of 106.5 years to 28 years and one day. The decision means that rather than serve the remainder of his life in prison, Mr. Rollins should be free in a couple of years.

When he was 25 years old, Mr. Rollins was convicted for a string of three robberies within a week’s time.  No one was hurt during the offenses, and he stole less than $10,000. In 2001, he was convicted of these offenses under a mandatory sentencing scheme whereby the trial judge sentenced him to 106.5 years.

Jenner & Block joined with a team from New York-based Debevoise & Plimpton to file a motion to reduce his sentence under the First Step Act.  Last year, Judge Feinerman initially determined that he did not have authority to grant Mr. Rollins’ motion for a reduction in sentence.  The firm and Debevoise team appealed to the Seventh Circuit, which upon agreement of the parties, vacated the district court’s ruling and remanded for further consideration.

In the district court, the government continued to argue that Judge Feinerman was not empowered to reduce Mr. Rollins sentence under the statute, and that even if he was, the sentence should remain 106.5 years.  On March 17, Judge Feinerman reduced Mr. Rollins’ sentence. The court ruled that Mr. Rollin’s sentence was “exceedingly rare, resulting from the combination of the Government’s charging decision and Rollins’s decision to proceed to trial rather than cooperate and plead.” While acknowledging the seriousness of Mr. Rollins’ crimes, the judge wrote that “a de facto life sentence far exceeds appropriate punishment.”

Judge Feinerman expressly noted that Mr. Rollins has a clean prison disciplinary record, voluntarily participated in a course focused on helping inmates appreciate the severity of their crimes and the impact they had on their victims, and has worked as a cook in prison.

“In short,” the judge wrote, “he has demonstrated that he is committed to living a law-abiding life should he be given that chance.”  Mr. Rollins, a veteran, very much looks forward to rejoining his family, the workforce, and contributing to society.

The firm team included Partners Andrew W. Vail and Monica R. Pinciak, Associate Joshua M. Levin, and Paralegal Katherine Mehaffie. Partners Michael T. Brody, Anton R. Valukas, Reid J. Schar, and Dean N. Panos assisted with the team with a Seventh Circuit moot court.

Related Lawyers

Related Locations

© 2026 Jenner & Block LLP. Attorney Advertising. Jenner & Block LLP is an Illinois Limited Liability Partnership including professional corporations. This publication, presentation, or event is not intended to provide legal advice but to provide information on legal matters and/or firm news of interest to our clients and colleagues. Readers or attendees should seek specific legal advice before taking any action with respect to matters mentioned in this publication or at this event. The attorney responsible for this communication is Brent E. Kidwell, Jenner & Block LLP, 353 N. Clark Street, Chicago, IL 60654-3456. Prior results do not guarantee a similar outcome. Jenner & Block London LLP, an affiliate of Jenner & Block LLP, is a limited liability partnership established under the laws of the State of Delaware, USA and is authorised and regulated by the Solicitors Regulation Authority with SRA number 615729. Information regarding the data we collect and the rights you have over your data can be found in our Privacy Notice. For further inquiries, please contact dataprotection@jenner.com.

Judge Reduces Pro Bono Client’s 106.5-Year Sentence to 28 Years

In a victory for pro bono client Robert Rollins, United States District Court Judge Gary Feinerman reduced Mr. Rollins’ “stupendously long” sentence of 106.5 years to 28 years and one day. The decision means that rather than serve the remainder of his life in prison, Mr. Rollins should be free in a couple of years.

When he was 25 years old, Mr. Rollins was convicted for a string of three robberies within a week’s time.  No one was hurt during the offenses, and he stole less than $10,000. In 2001, he was convicted of these offenses under a mandatory sentencing scheme whereby the trial judge sentenced him to 106.5 years.

Jenner & Block joined with a team from New York-based Debevoise & Plimpton to file a motion to reduce his sentence under the First Step Act.  Last year, Judge Feinerman initially determined that he did not have authority to grant Mr. Rollins’ motion for a reduction in sentence.  The firm and Debevoise team appealed to the Seventh Circuit, which upon agreement of the parties, vacated the district court’s ruling and remanded for further consideration.

In the district court, the government continued to argue that Judge Feinerman was not empowered to reduce Mr. Rollins sentence under the statute, and that even if he was, the sentence should remain 106.5 years.  On March 17, Judge Feinerman reduced Mr. Rollins’ sentence. The court ruled that Mr. Rollin’s sentence was “exceedingly rare, resulting from the combination of the Government’s charging decision and Rollins’s decision to proceed to trial rather than cooperate and plead.” While acknowledging the seriousness of Mr. Rollins’ crimes, the judge wrote that “a de facto life sentence far exceeds appropriate punishment.”

Judge Feinerman expressly noted that Mr. Rollins has a clean prison disciplinary record, voluntarily participated in a course focused on helping inmates appreciate the severity of their crimes and the impact they had on their victims, and has worked as a cook in prison.

“In short,” the judge wrote, “he has demonstrated that he is committed to living a law-abiding life should he be given that chance.”  Mr. Rollins, a veteran, very much looks forward to rejoining his family, the workforce, and contributing to society.

The firm team included Partners Andrew W. Vail and Monica R. Pinciak, Associate Joshua M. Levin, and Paralegal Katherine Mehaffie. Partners Michael T. Brody, Anton R. Valukas, Reid J. Schar, and Dean N. Panos assisted with the team with a Seventh Circuit moot court.

Related Lawyers

Related Locations

© 2026 Jenner & Block LLP. Attorney Advertising. Jenner & Block LLP is an Illinois Limited Liability Partnership including professional corporations. This publication, presentation, or event is not intended to provide legal advice but to provide information on legal matters and/or firm news of interest to our clients and colleagues. Readers or attendees should seek specific legal advice before taking any action with respect to matters mentioned in this publication or at this event. The attorney responsible for this communication is Brent E. Kidwell, Jenner & Block LLP, 353 N. Clark Street, Chicago, IL 60654-3456. Prior results do not guarantee a similar outcome. Jenner & Block London LLP, an affiliate of Jenner & Block LLP, is a limited liability partnership established under the laws of the State of Delaware, USA and is authorised and regulated by the Solicitors Regulation Authority with SRA number 615729. Information regarding the data we collect and the rights you have over your data can be found in our Privacy Notice. For further inquiries, please contact dataprotection@jenner.com.

News and Insights

Event

Amanda Shafer Berman to Speak on Energy and Administrative Law at WEN-DC Webinar

As the Supreme Court's new Term begins, Jenner & Block Partner Amanda Shafer Berman will join a Women's Energy Network of Washington, DC (WEN-DC) webinar on how the Court's decisions are shaping the energy sector.

October 14, 2026

Publications

Partner Amanda Shafer Berman Quoted in Bloomberg Law on Senate Permitting Overhaul Bill

Partner Amanda Shafer Berman was quoted in an October 5 Bloomberg Law article, "Permitting Deal Gives Projects Defense Against Litigation Delays," on the Senate's new permitting overhaul package and its expected impact on litigation over federal permitting reversals.

October 2026

Event

Partner John Storino to Speak at Sandpiper Partners' “AI and Outside Counsel Guidelines Roundtable”

On October 8, Partner John Storino will serve as a panelist at the “AI and Outside Counsel Guidelines Roundtable,” hosted by Sandpiper Partners in Chicago.

October 8, 2026

Event

Partner Meghan Greenfield to Speak on Supreme Court Climate Case at Edison Electric Institute's Fall Legal Conference

On Wednesday, October 7, Partner Meghan Greenfield will speak on a panel titled "Boulder County v. Suncor Energy: What the Supreme Court's Climate Case Means for the Energy Industry" at the Edison Electric Institute's Fall Legal Conference in Salt Lake City, Utah.

October 7, 2026

Publications

The Form Rules Everything: A Seventh Circuit Ruling on ERISA's Substantial Compliance Doctrine

Partner Joseph Torres and Special Counsel Jennifer Beach authored an article for Employee Relations Law Journal examining the Seventh Circuit's decision in Packaging Corp. of America Thrift Plan for Hourly Employees v. Langdon, a ruling that addresses both the standard of review in ERISA interpleader actions and the continued viability of the substantial compliance doctrine for changing plan beneficiaries.

October 5, 2026