Brooklyn Heights

Samuel Gregory and Ken Montgomery to lecture KCCBA on trail strategy

November 17, 2022 Rob Abruzzese
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BROOKLYN HEIGHTS — Two of Brooklyn’s fiercest trial attorneys will be teaming up on Thursday for a continuing legal education presentation on trial strategy during the Kings County Criminal Bar Association’s monthly meeting on Remsen Street this Thursday night.

Samuel Gregory and Kenneth Montgomery, both KCCBA members, will discuss for an hour their experiences and trial strategies that they’ve picked up during their respective careers.

Montgomery, a former Assistant District Attorney in Brooklyn, has spent the last 20 years working in criminal defense, civil rights, entertainment transactions, and litigation. He is a member of the Federal Criminal Justice Act panel in the Eastern and Southern districts of New York.

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Aside from his renowned defense work, Montgomery made a name for himself as a litigator when he successfully sued several corporate giants including Bad Boy Records, Rocafella Records, Dame Dash, ROCKSTAR Games, Take-Two Interactive Software, Inc. He is also an adjunct professor at Brooklyn College and an adjunct law professor at Fordham University.

Gregory got his start in 1984 at the Legal Aid Society, where he boasts an 85 percent acquittal rate. He began private practice in 1991 and was one of the first lawyers in NYS to handle death penalty cases, including the first acquittal in the state after New York reenacted the death penalty.

Gregory has also become well known for his work directing a group called Brooklyn to Alaska, which organizes Alaskan wilderness trips for boys and young men every summer so they can learn survival and teamworking skills.

The Kings County Criminal Bar Association, led by president Darran Winslow, is a group of attorneys from various backgrounds, including defense attorneys, prosecutors, judges, and legal aid groups. Each month the group meets, shares dinner and drinks, and listens to a continuing legal education discussion.


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