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Lenny Gail

Founding Partner and Trial Lawyer at Massey & Gail

Lenny Gail is a seasoned trial lawyer and Founding Partner at Massey & Gail LLP, a litigation boutique with offices in Chicago, Washington, D.C., and San Francisco.13 With over three decades of experience, he specializes in complex commercial disputes, including antitrust, banking, fraud, securities, and technology-related cases.23 His career spans roles as a Partner at Bartlit Beck, Deputy General Counsel at Bank One (later JPMorgan Chase), and Assistant U.S. Attorney, where he led investigations into corporate fraud.23

Key Career Highlights

  • Leadership: Managed a $100M+ budget as Chief Financial Officer of Bank One’s Law, Compliance, and Government Relations Department.3
  • Notable Cases: Represented JPMorgan Chase in Epstein-related litigation, secured a defense verdict for United Airlines in a sex discrimination case, and defended Baxter/Allegiance in a patent infringement trial.3
  • Awards: Recognized as a Litigation Star by Benchmark Litigation (2020–2024) and included in The Best Lawyers in America for Banking & Finance Litigation.3

Education & Clerkship

  • Harvard Law School: J.D. cum laude (1988).3
  • Dartmouth College: B.A. magna cum laude (1985).3
  • Clerked for U.S. District Judge James B. Moran (Northern District of Illinois).3

Community & Teaching

  • Adjunct Faculty: Teaches High Technology Trial Advocacy at the University of Chicago Law School.3
  • Board Memberships: Serves on boards for the Chicago Humanities Festival, Steans Family Foundation, and National Association for Urban Debate Leagues.3

Gail is married to Robin Steans, and they have three daughters.2 His LinkedIn activity reflects ongoing engagement in legal hiring and firm events, including hosting Illinois Supreme Court Justice Joy Cunningham.45

Highlights

Mar 14 · masseygail.com
Leonard A. Gail - Massey & Gail
Leonard A. Gail - Massey & Gail
Feb 15 · chambers.com
Lenny Gail, USA | Chambers Profiles
Lenny Gail - The Steans Family Foundation
Lenny Gail - The Steans Family Foundation

Related Questions

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What awards and recognitions has Lenny Gail received in his legal career?
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Location

Greater Chicago Area