Dembrow was admitted to the bars of the District of Columbia, Maryland, and West Virginia, licensed to practice in both state and federal courts. Dembrow clerked for the Honorable Peter Wolf in DC Superior Court before opening a law office in Washington, D.C., handling general litigation cases, first in D.C. and later in Maryland District and Circuit Courts.
In 1992, Dembrow, a Democrat,[3] was elected to the State of Maryland legislature, one of three delegates representing the eastern portion of Montgomery County.[4][5] He was re-elected delegate for Legislative District 20 in 1990.[6][7]
In 1992 he ran unsuccessfully for a seat in the U.S. House of Representatives for Maryland's 4th Congressional District.[8]
Dembrow was re-elected to the state legislature in 1994,[9][10] and 1998.[11][12] He served sixteen years in the General Assembly, and was appointed first to the standing committee on Constitutional and Administrative Law and later to the House Judiciary Committee, for which he chaired the Subcommittee on Civil Law and Procedure. He also held posts as Deputy Majority Whip, Chairman of the County Affairs Committee of the Montgomery Delegation, and Chairman of the Intergovernmental Affairs Committee of the Southern Legislative Conference.
Dembrow sponsored three adopted amendments to the Maryland Constitution which were ratified by statewide voter referendum, including the requirement of proportionate geographic representation on both of Maryland's Courts of Appeals.[13] He also initiated and sponsored a number of proposals, now Maryland statutory law, for improvement to the mechanics of state governance[14] and a bill to regulate health insurance executive salaries.[15]
Dembrow moved to Carroll County, Maryland in 2002, and filed a pro bono legal challenge that deferred the election of county commissioners at large rather than by district,[16] and another to prohibit Christian-only prayer to open public meetings of the Carroll County Commissioners.[17]
In April 2002 Dembrow and his wife Suzette were involved in a domestic incident as a result of which Dana was arrested under the state's newly enacted mandatory arrest law,[18][19] which Dembrow had supported as a member of the House Judiciary Committee. The couple reconciled and Dembrow was acquitted of all charges, but the incident received significant negative press coverage. Dembrow was defeated in the next election.[20]
In 2003 Denbrow obtained a position in the policy department of the Department of Juvenile Services.[21]
In 2006 he was appointed as one of three administrative law judges which sit en banc as the Maryland State Board of Contract Appeals.[22][23] He was re-appointed in 2009. He presided over cases and authored the opinions in a number of contract disputes and bid protests.,[24][25][26][27] In 2014 Dembrow was elected President of the Maryland Association of Administrative Law Judiciary (MAALJ).
In May 2016 Dembrow joined the government procurement division of the Maryland law firm Rifkin, Weiner, Livingston, Levitan, and Silver, LLC[28]
In November 2020 Dembrow retired as head of procurement for the Maryland Department of Health. In December 2020 he said he had been forced to resign without explanation by then-Secretary Robert R. Neall a week before Neall retired.[29]
^1994 Session, HB 635 and 662; 1998 session HB 229.
^Feature cover story articles in Montgomery Journal, April 3, 1989 and Feb. 12, 1999; feature article in Washington Post, Feb. 14, 1995; Center Maryland, Dec. 5, 2013.
^Calhoun, Caleb (September 14, 2012). "Seen and heard at the re-enactment site". The Herald-Mail. Archived from the original on March 4, 2016. Retrieved December 7, 2020. Dembrow, who works as a state judge and is a board member of the Maryland State Board of Contract Appeals
