Alexandra Watson Bailey | Boston | Hogan Lovells

Alexandra Watson Bailey

Senior Associate Litigation, Arbitration, and Employment

Bailey Alexandra Watson

Alexandra Watson Bailey
Bailey Alexandra Watson
  • Overview
  • Experience
  • Credentials
  • Insights and events

Alex Bailey helps clients tackle a broad range of matters, including white-collar criminal charges, related investigations, and complex civil litigation.

She represents corporate and individual clients in a variety of industries, including the health care, financial services, pharmaceuticals, and education industries. Alex represents her clients in all phases of litigation, including risk analysis, investigations, pleadings, discovery, trial, and appeals.

Prior to joining the firm, Alex served as an assistant district attorney in Middlesex County, Mass., where she conducted more than 30 jury trials and argued several cases before the Massachusetts Appeals Court. She also was an associate in the Boston office of a national law firm, where she represented mortgage lenders and servicers in a variety of matters.

Alex began her legal career as an associate at a boutique litigation firm in Providence, R.I. During law school, she served as an intern in the Office of the Prosecutor at the International Criminal Tribunal for the Former Yugoslavia, in The Hague, Netherlands, and she was also an intern in the Public Corruption Unit of the U.S. Attorney's Office in Boston.

Alex enjoys giving back to her community. She is a member of the Local Advisory Board for YouthConnect, an advocacy and intervention program for at-risk youth that works in partnership with the Boston Police Department and the Boys & Girls Clubs of Boston.

Representative experience

Represented healthcare software developer in parallel civil and criminal False Claims Act investigations; persuaded DOJ that client engaged in no criminal conduct.*
Drafted and argued motion to dismiss in federal securities class action, resulting in dismissal of all claims against financial services client.*
Part of team that represented medical director of at-home nursing agency accused of multimillion dollar Medicare fraud scheme, resulting in no time served by client.*
Represented individuals and corporations in course of wire fraud, tax crime, and insurance fraud investigations by various governmental entities.*
Pursuant to Criminal Justice Act, defended indigent client charged with being felon in possession of firearm and client charged with making false statements to FBI agent.*
As prosecutor, secured convictions following jury trials of defendants charged with drug distribution, domestic violence, and motor vehicle and property crimes.*

*Matter handled prior to joining Hogan Lovells.


  • J.D., Boston College Law School, cum laude, 2009
  • B.A., Middlebury College, cum laude, 2004
Bar admissions and qualifications
  • Massachusetts
  • Rhode Island
  • Boston Bar Association
  • Rhode Island Bar Association


Massachusetts Rising Stars General Litigation

Super Lawyers

Massachusetts Women's Edition – Rising Stars General Litigation

Super Lawyers

Rising Star, General Litigation, Criminal Defense: White Collar, Criminal Defense

Super Lawyers

2016 - 2018