Jesse’s practice is focused on counseling businesses, individuals, and local governments on the Eastern Shore in a wide array of practice areas.  His litigation experience includes trial and appellate work involving complex planning and zoning, estates and trusts, real estate, contract, business, and employment matters.  He also represents local and municipal government elected officials, boards of zoning appeals, planning commissions, and planning departments in Caroline and Dorchester Counties.  

Prior to returning to the Eastern Shore where he grew up, Jesse practiced with two of Maryland’s oldest and largest law firms, litigating cases in Maryland’s trial and appellate courts, as well as in federal courts from New York to Florida, including in Waterman Family Ltd. P’ship v. Boomer, 456 Md. 330 (2017); Auto-Owners Ins. Co. v. Southeast Floating Docks, Inc,, 571 F.3d 1143 (11th Cir. 2009); Higgenbotham v. Talisman Farm East, 2009 WL 10682243 (D. MD 2009); and Oak Crest Village v. Murphy, 379 Md. 229 (2004). 

Jesse graduated from Washington College in 1994 and the University of Baltimore School of Law, magna cum laude in 2001, where he was an Editor of the Law Review.  He currently serves as the Chairman of the Board of Directors of the Chesapeake Center and is the past-President of the Board of Directors for Mid-Shore Pro Bono, Inc., where he also served as Vice-President and Treasurer.  Jesse is a member of the Board of Directors of the Maryland Bar Foundation and serves on the Board’s Grants and Budget Committees.  He is also a member of the Maryland Bar Association’s Judicial Appointments and Legislative Committees.  Jesse taught at Washington College and served as an adjunct professor at Chesapeake College.