Baltimore County Executive Johnny Olszewski Jr. has been busy during his second term, making connections and attending various events. There is speculation that Olszewski may consider a run for Congress if U.S. Rep. Dutch Ruppersberger retires. Ruppersberger is a former Baltimore County Executive and currently represents the 2nd Congressional District, which includes parts of Baltimore and Carroll counties and a part of Baltimore City.
Olszewski’s schedule from January 1 to September 21, obtained via a Maryland Public Information Act request, shows numerous meetings with state and local officials, including lunches, dinners, and tours. He is believed to be cultivating support and endorsements, possibly in preparation for a future political endeavor.
One of Olszewski’s notable meetings was with Orioles General Manager Mike Elias at a private Towson country club, indicating his efforts to maintain relationships with Sports executives. He also attended several events, including the International Council of Shopping Centers conference in Las Vegas, where he met with developers and discussed various topics. Olszewski’s involvement in these gatherings could be related to efforts to secure a future political position or to advocate for specific projects.
During his time in Annapolis, Olszewski met with elected officials, lobbyists, and political allies in efforts to maintain relationships and discuss matters of regional importance. Additionally, Olszewski visited Washington, D.C., Austin, Texas, and St. Louis, indicating a broad range of political engagement outside of Baltimore County.
The possibility of Olszewski’s political aspirations has sparked interest, with discussions about possible endorsements from individuals such as State Treasurer Dereck Davis. If Olszewski decides to run for office, these relationships and collaborations could serve as valuable sources of support in his campaign efforts.
A potential run for Congress, especially in a district with historical political significance like the 2nd Congressional District in Maryland, brings attention to Olszewski’s political activities and interactions. As the 2024 Election nears, Olszewski’s engagements with various political figures and organizations could be indicative of his potential future political endeavors.