Trusted Counsel
Dedicated Advocacy
Kaplan & Grady LLC is a litigation boutique focused on complex commercial and civil rights cases.
This combination of practices has led to our extraordinary success, attracting remarkably talented attorneys and staff who bring commitment and a sense of mission to everything we do. Whether in a complex commercial or civil rights case, our attorneys know how to persevere and win, even against the odds.
We look forward to hearing how our team can help you.
Trusted Counsel
Trusted Counsel
Dedicated Advocacy
Kaplan & Grady LLC is a litigation boutique focused on complex commercial and civil rights cases.
This combination of practices has led to our extraordinary success, attracting remarkably talented attorneys and staff who bring commitment and a sense of mission to everything we do. Whether in a complex commercial or civil rights case, our attorneys know how to persevere and win, even against the odds.
We look forward to hearing how our team can help you.
Kaplan & Grady LLC is a litigation boutique focused on complex commercial and civil rights cases.
This combination of practices has led to our extraordinary success, attracting remarkably talented attorneys and staff who bring commitment and a sense of mission to everything we do. Whether in a complex commercial or civil rights case, our attorneys know how to persevere and win, even against the odds.
We look forward to hearing how our team can help you.
Our Practice Areas
Civil Rights
Kaplan & Grady was founded with the goal of pursuing justice for people who have had their civil rights violated in prisons or jails. We are committed, experienced, and skilled at litigating cases involving all manner of abuses that occur in custodial settings.
Explore Our ServicesCommercial Litigation
Our team has deep experience prosecuting and defending commercial disputes — fraud, breach of contract, merger, indemnification, trade secret, insurance, and financial matters across a wide range of industries. We also handle complex employment cases involving restrictive covenants and related claims, including trade secret theft, severance disputes, and non-disparagement.
Explore Our ServicesRepresentative Cases
Howard Kaplan
About Howard Kaplan
Howard has represented hundreds of plaintiffs and defendants in complex commercial and employment litigation in state and federal courts across the country. In addition to his extensive business litigation experience, Howard maintains an active practice representing prisoners and their estates in catastrophic cases involving serious injury or death as a result of constitutional violations.
Sarah Grady
About Sarah Grady
Sarah has dedicated her practice to litigating on behalf of incarcerated individuals (and their families) who have suffered violations of the Constitution and federal law resulting in serious injuries or death while in custody. She represents these individuals and classes at trial and on appeal against the government officials and private companies charged with safeguarding them.
News & Case Updates
First Court Ruling Clarifying That Title II Of The ADA Protects Individuals Engaging In Illegal Drug Use
Plaintiff wins $4.35 million verdict for Defendants' failure to protect her from sexual assault.
Federal civil rights lawsuit filed against New Orleans for 28-year-long wrongful incarceration
Our Attorneys
The People Behind the Practice
Annie Garau Kelly
Annie Garau Kelly comes to Kaplan & Grady after clerking for two federal judges: the Honorable Jeffrey I. Cummings on ... Read More.
Howard Kaplan
Howard represents plaintiffs and defendants in complex commercial and employment cases in state and federal courts around the country. Howard ... Read More.
Matthew Underwood
Matthew comes to Kaplan & Grady with a decade of experience litigating high-stakes commercial and civil rights matters. Prior to ... Read More.
Clayborn L. Smith Jr.
Clayborn spent 30 years as a Writ Writer, litigating criminal and civil matters in state and federal Courts. Clayborn has ... Read More.
Melissa Peña
Melissa graduated from Northeastern Illinois University cum laude with a major in Sociology. As an immigrant herself, she focused her ... Read More.
Terah Tollner
Terah earned her Bachelor of Arts in Political Science from the University of California, Berkeley, and graduated magna cum laude ... Read More.
Mattie Haag
Mattie joins Kaplan & Grady following clerkships with the Hon. Mark R. Hornak, Chief Judge of the United States District ... Read More.
Sarah Reynolds
Sarah E. Reynolds is Partner and Head of International and Domestic Arbitration at Kaplan & Grady LLP. She represents multinational ... Read More.
David Sinkman
David is a civil rights lawyer whose practice focuses on ensuring that people with substance use disorders are not discriminated ... Read More.
Alexandra Gergova
Alexandra graduated summa cum laude from the University of Illinois at Urbana-Champaign with a Bachelor of Arts in Political Science ... Read More.
Annie Prossnitz
Annie graduated from Northwestern Pritzker School of Law, magna cum laude, in 2020, and from Stanford University in 2013. During law school, she served as ... Read More.
John D. Tinder
John Tinder brings decades of experience on the federal bench, as a prosecutor, public defender, and in private practice to ... Read More.
John Hazinski
John graduated with a B.A. in Philosophy with honors from the University of Chicago in 2014 and received his Juris ... Read More.
Sarah Grady
Sarah has represented thousands of currently and formerly incarcerated individuals, and their families, at trial and on appeal. She focuses ... Read More.
Amelia CaramadreÂ
Amelia works on cases at the intersection of public health and civil rights, including by litigating access to lifesaving medications ... Read More.
Vanessa del Valle
Vanessa’s work focuses on enforcing the civil rights of individuals involved with the criminal justice system. She represents people impacted ... Read More.
David Schmutzer
David brings to the firm impressive experience across various practice areas at both the trial and appellate levels. David graduated ... Read More.
Luke R. Sándor
Luke graduated from Northwestern Pritzker School of Law in 2021. During law school, Luke advocated for survivors of police violence ... Read More.
Alan Mills
Alan Mills is a nationally recognized prisoner rights advocate who has devoted decades to representing incarcerated individuals. Prior to joining ... Read More.
Tamara Kissoon
Tamara is a student at Northwestern Pritzker School of Law. Before law school, she received her undergraduate degree in Social ... Read More.
Jed Glickstein
Jed is an experienced advocate who has represented clients in high-stakes litigation for more than a decade. As co-leader of ... Read More.
Will Dow
Will graduated Phi Beta Kappa from University of Illinois at Urbana-Champaign with a degree in History. He remains a passionate ... Read More.
Ashley Cha
Ashley graduated from Emory University with a degree in Economics and Mathematics and a minor in Art History. During her ... Read More.
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