Career
He ran for Governor of Maryland in 1966 as an Independent after the Democratic Party nominated conservative Democrat and segregationist George P. Mahoney as its candidate. Pressman"s gubernatorial candidacy may have been a spoiler for Mahoney. Had the 10% of the vote received by Pressman instead gone to Mahoney, Spiro Agnew would have lost the 1966 gubernatorial election by a narrow margin.
Had Agnew not been elected governor of Maryland in 1966, it is unlikely that he would have been chosen as Richard Nixon"s vice-presidential running mate in 1968.
Pressman lost his first bid for election in the 1963 Baltimore Democratic Primary election for City Comptroller to Henry R. Hergenroeder, Senior by just over 1,200 votes (less than 1%). Following the election, the Republican Party candidate withdrew and Pressman accepted the Republican nomination as their candidate for City Comptroller.
During the 1970s when the Baltimore Colts owner Robert Irsay and Baltimore Orioles owner Jerold Hoffberger were seeking major upgrades to the outdated Memorial Stadium, or the building of a new stadium, Pressman opposed the use of public money to build a replacement. During the 1974 elections, Pressman had an amendment to the city"s charter placed on the fall ballot.
Known as Question P, the amendment called for declaring "the 33rd Street stadium as a memorial to war veterans and prohibiting use of city funds for construction of any other stadium." The measure passed 56 percent to 44 percent, effectively destroying any chance of a new, modern sports complex being built in Baltimore.
In 1984, the city"s NFL franchise left for Indianapolis. In the next elections, city voters repealed Question P by a measure of 62 percent to 38 percent, paving the way for the construction of both Oriole Park at Camden Yards and Ravens Stadium (later renamed M&T Bank Stadium). Pressman remained as an elected City Comptroller for 28 years (7 terms in a row) until retiring in 1991.
