Jack Papaleonti
Candidate in Nov. 4 general election Republican Hunt Meadow
Age: 55 on day of General Election (Nov. 4)
Occupation: Business Owner, Real Estate Broker
Education: Attended University of Maryland College Park
Previous political experience: Previous Political Experience:
While I have not previously held elected office, I bring decades of leadership and community service experience that have prepared me to represent Ward 5 effectively. I have served as a board member, Treasurer, and President of the Annapolis High School Sports Boosters, and as a board member, Treasurer, and President of the Annapolis Optimist Club. I also served as a Parish Council Member and Treasurer at Ss. Constantine and Helen Greek Orthodox Church. In addition, I have built a career as a self-employed business owner, owning a photography business, restaurant, Allstate Insurance Broker and currently serve as the Broker/Owner of Academy Realty. These roles have given me extensive experience in managing budgets, building consensus, and working with diverse groups to get things done—skills I will bring to the role of Alderman.
Why are you running for office?
I am running for Alderman because I care deeply about the people and neighborhoods of Ward 5 and the future of Annapolis. For years, I’ve served our community through leadership roles in local organizations, my church, and as a small business owner. I want to bring that same dedication, common sense, and problem-solving approach to City Council. My goal is to listen to residents, address concerns honestly, and work toward practical solutions that keep Annapolis a safe, vibrant, and welcoming city for families, businesses, and future generations.
What issues are important to your ward? How do you plan on addressing them?
The top issues I hear from residents are the need to limit rising real estate taxes, ensure strong public safety with well-supported police and fire services, and maintain the quality of life that makes our neighborhoods so special. Families and seniors alike are feeling the burden of higher costs, and it’s critical that the city manages its budget responsibly while keeping our community safe and vibrant.
How do you see housing and public transportation development progressing in the next four years?
Over the next four years, I believe Annapolis must strike a balance between growth and preserving the character of our neighborhoods. We need to ensure that new housing is planned responsibly, with affordability options for young families and seniors, while protecting the quality of life in established communities. On public transportation, I see opportunities to improve efficiency and reliability—especially better connections within the city and to regional systems—so residents, including those who don’t drive, can move around safely and conveniently. Development should be guided by common sense, with the input of residents, to make sure Annapolis grows in a way that benefits everyone.
Are there decisions/legislation from the previous council that you want to readdress?
These are issues I believe deserve a closer look. In many conversations with residents, I’ve heard both pros and cons, and it’s clear that more dialogue and thoughtful consideration are needed. Among them are Drive-Thru Bans and Neighborhood Livability, Workforce Housing Reform, the Proposed Annexation of Carr’s Manor, the City Dock Flood-Prevention and Redevelopment project, Outdoor Dining and Parking Requirements and Workforce Housing Reform..
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