During law school, Ms. Bailey completed an internship with the United States Attorney General's Office, an externship with the Honorable Magistrate Nita Stormes in the United States District Court, Southern District of California, and multiple internships with civil litigation firms. Ms. Bailey also volunteered pro bono at Elder Law & Advocacy, where she first developed an interest in litigating nursing home cases. Ms. Bailey graduated law school Magna Cum Laude in 2010.

Since 2010, Ms. Bailey has worked exclusively in the field of civil litigation in California and New York City. Throughout her career, Ms. Bailey has practiced in a variety of fields including construction, nursing home, and catastrophic injury. Ms. Bailey was admitted to New York in 2013 and shortly thereafter, relocated to New York City to work with William Ricigliano P.C. In 2015, she was admitted to practice in New Jersey. Ms. Bailey heads the firm's executive committee on research and motion practice. Her first priority in every case is her clients' satisfaction.

Ms. Bailey has worked on matters at every stage of litigation, from infancy to resolution, via settlement and trial. She is licensed to practice in California, New York, and New Jersey. She is a member of the United States District Court Southern District of California and United States District Court Southern District of New York.