Jack Siegal
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I enjoy taking clients’ complex, high-stakes, often chaotic problems, and delivering elegant solutions. When business executives call in a panic, I create a plan and work through the issues.

A seasoned trial lawyer with twenty years of experience in complex litigation, Jack Siegal’s practice focuses on complex commercial disputes, government investigations and white-collar defense, regulatory proceedings, and compliance across a wide range of industries, including the financial, healthcare, high-technology, government contracting, and related fields.

He has significant hands-on trial and arbitration experience with numerous first chair bench and jury trials in state and federal court, including at the appellate level. Jack’s practice is national in scope, and he has particular experience handling matters in states with complex regulatory environments including California, New York, and Florida.

As a practitioner, Jack is able to evaluate the multiple dimensions of any dispute and develops a strategy to achieve the clients’ goals. His straight-shooting demeanor has proven effective with judges and juries alike.  Jack facilitates favorable outcomes, all of which require an understanding of psychology, the law, and assessing how the court and/or a jury may view a situation.

Jack counts a wide variety of client wins to his credit including while serving as lead counsel in the representative matters below. Jack also regularly counsels and advises clients in various corporate contexts, including regarding equity agreements, executive compensation agreements, non-disclosure agreements, separation agreements, merger and acquisition agreements, private stock sales, stock buy-backs, and other similar transactions.

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representative matters

  • Represented a global technology company in a federal bench trial and obtained a favorable decision concerning breach of a settlement agreement; recovered six-figure attorneys’ fees.
  • Represented a publically-traded telecommunications company in a consumer class action and pressed the underlying basis of the claims resulting in complete dismissal.
  • Successfully defended underwriters and brokers in myriad FINRA proceedings in multiple locations around the country.
  • Represented the CEO of a California-based technology company in negotiations of a stock buyback.
  • Represented a high-profile business owner in an investigation by the U.S. Attorney for the Northern District of Indiana in an alleged tax fraud resulting in settlement; persuaded the government not to pursue felony charges.
  • Represented multiple investors in one of the country’s largest Ponzi schemes and obtained more than $43 million in settlement, which represented 100% recovery.
  • Represented a minority shareholder in Delaware Chancery Court resulting in a favorable eight-figure settlement.
  • Represented the CEO and Founder of a solar energy company against high-profile private equity investors; prevented the CEO’s ouster through the creative use of corporate bylaws and settlement structuring.
  • Represented a publicly-traded manufacturing company and obtained dismissal (on the eve of trial) after demonstrating through expert testimony the absence of any product defect.
  • Obtained a securities fraud ruling in favor of an investment partnership from the Ninth Circuit Court of Appeals.
  • Obtained a favorable decision by the First Circuit Court of Appeals on behalf of a prominent Boston event venue, which affirmed summary dismissal of FLSA and Massachusetts overtime claims brought by former employees. See Hines et al. v. State Room et al., 665 F.3d 235 (1st Cir. 2011).
  • Obtained denial of a claim in excess of $20 million in a six-day Chapter 7 bankruptcy trial on behalf of the debtor’s largest creditor and eventually obtained sanctions against the debtor for fraud.
  • Obtained multiple dismissals in securities actions under the Private Securities Litigation Reform Act (PSLRA) in federal courts around the country.
  • Obtained a state appellate reversal of a lower court ruling that dismissed aiding and abetting conspiracy claims against an attorney. The Massachusetts Appeals Court found that, while attorneys are encouraged to advocate zealously for their clients, there are limits to how attorneys can conduct themselves outside of the courtroom—the decision refined Massachusetts case law.
  • Obtained a favorable seven-figure verdict in a complex business dispute following a two-week jury trial regarding the development and commercialization of an automated vending machine.
  • Obtained a seven-figure settlement for a “frozen out” partner in a closely-held recycling business located in central Massachusetts.
  • Obtained a favorable defense verdict in state court for a technology executive concerning personal liability for the debts of two insolvent companies.
  • Obtained a federal injunction preventing the infringement of a medical services trademark as well as a significant settlement covering past infringement.
  • Obtained injunctive relief on behalf of a publicly-traded commercial gym company in a large commercial lease dispute.

Presentations

  • "Advocacy, Argument & Persuasion: The Power of Direct, Clear, Honest Legal Advocacy," Philadelphia Bar Association,  August 30, 2022

Education

  • Santa Clara University School of Law (J.D., magna cum laude, 2001)
  • Santa Clara University (B.A., Greek and Latin, magna cum laude, 1995)

    Phi Beta Kappa

  • University of Virginia (Graduate Study, Classics and Classical Languages, Literature, and Linguistics, 1996)

Admissions

Bar Admissions
  • Massachusetts 2007
  • California 2001
  • New York 2022
Court Admissions
  • U.S. District Court for the District of Massachusetts
  • U.S. Court of Appeals for the First Circuit
  • U.S. District Court for the Northern District of California
  • U.S. District Court for the Central District of California
  • U.S. Court of Appeals for the Ninth Circuit
  • U.S. Bankruptcy Court for the Southern District of Florida
  • U.S. District Court for the Southern District of Florida
  • U.S. District Court for the Eastern District of New York
  • U.S. District Court for the Southern District of New York

Affiliations

  • Boston Bar Association
  • Massachusetts Bar Association

Outside the Office

When he’s not in the office, Jack focuses his attention on his family.