TLDR: The American Legal Technology Awards at ClioCon 2025 celebrated leading innovators in the legal industry. Jim Calloway received the Lifetime Achievement Award, Jenifer Whiston was honored with the Artificial Intelligence Award, and Susan Choe took home the Court Award. The awards highlight significant contributions to legal technology, promoting understanding and access to justice.
Boston, MA – November 6, 2025 – The legal technology community gathered at ClioCon 2025 to celebrate the recipients of the prestigious American Legal Technology Awards. These awards recognize individuals and organizations demonstrating exceptional innovation and impact within the legal industry, particularly those advancing technology understanding and access to justice. The winners, announced on November 6, 2025, represent a diverse range of contributions to the field.
Jim Calloway, Director of the Oklahoma Bar Association’s Management Assistance Program, was presented with the Lifetime Achievement Award. Calloway is widely recognized for his sustained leadership, excellence, and vision in driving innovation throughout his extensive career in law. His work has consistently promoted technological understanding among legal professionals.
Jenifer Whiston, Director of Philanthropy at Free Law Project, received the Artificial Intelligence Award. This accolade specifically acknowledges her pioneering efforts in leveraging AI for legal advancements. Free Law Project is known for utilizing open-source technology to enhance access to legal information. The inclusion of an ‘Artificial Intelligence Award’ category underscores the growing importance of AI in shaping the future of legal practice. Finalists in this category also included 9to5 and Descrybe ai, highlighting a competitive field of AI innovation.
Susan Choe, Executive Director of Ohio Legal Help, was honored with the Court Award. Ohio Legal Help serves as a national model for employing technology to improve access to justice within legal systems. Her work exemplifies how technological solutions can bridge gaps in legal services for underserved populations.
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The American Legal Technology Awards aim to showcase examples of creative innovation and technology to expand understanding of what is possible, encourage continuous improvement, and foster a more just society. The awards gala, where finalists were previously announced on September 16, 2025, and the awards presented on October 15, 2025, on the eve of the Clio Cloud Conference in Boston, Massachusetts, at Suffolk Law School, serves as a key event for recognizing these advancements. The event underscores the accelerating momentum of legal technology innovation, particularly in an increasingly AI-driven world, where meaningful progress is achieved when technology serves justice.
