Jessie A. Gilbert spends her days handling legal matters involving estate planning, probate, family law and taxes in the Greenwich office of Cummings & Lockwood. She's known as a serious attorney and a subject matter expert who has authored several articles for legal publications.

She's also been known as a queen, an evil nurse and a ditzy nun, to name just a few of her alter egos. For the past 25 years, Gilbert has been participating in local theater throughout Fairfield County on a regular basis as a creative outlet for her artistic side.