Arena Careers

Chief of Staff – Office of Maryland State Senator Jim Rosapepe

Location: Annapolis & District 21 (Prince George’s & Anne Arundel Counties)
Position Type: Full-time | Salary Commensurate with Experience

Overview:
Senator Jim Rosapepe seeks a strategic, organized, and highly motivated Chief of Staff to lead day-to-day operations of the Senate office. This role is central to advancing the Senator’s legislative agenda, managing a high-performing team, and overseeing communications and constituent services across both the Annapolis and district office.

The ideal candidate is a proactive problem-solver with strong leadership skills, sound political judgment, and the ability to manage multiple priorities in a fast-paced environment.

Key Responsibilities:

Office Leadership & Staff Management

• Oversee daily operations of the Senate office
• Manage office budget and internal systems. Supervise staff, including hiring, training, and performance management
• Ensure strategic alignment across functions

Legislative & Policy Strategy

• Serve as senior advisor to the Senator on policy and political matters
• Manage legislative priorities, bill development, and sponsorships
• Oversee committee hearing preparation, floor activity, and policy briefings
• Track relevant legislation and brief the Senator on emerging issues

Constituent Services & Stakeholder Engagement

• Coordinate district office operations and serve as point of contact for major constituent issues
• Act as liaison to key external stakeholders, including elected officials, state agencies, advocacy groups, and constituents
• Ensure effective delivery of constituent services and district engagement

Communications Oversight

• Approve outgoing communications including newsletters, social media, press releases, and constituent mail
• Ensure consistent messaging aligned with the Senator’s legislative goals and public image

Scheduling & Logistics Support

• Collaborate with the Executive Aide on scheduling and travel
• Represent the Senator in meetings and public events as needed
• Support campaign-related planning and event execution in coordination with campaign staff

Confidential & Sensitive Issue Management

• Handle sensitive and high-stakes matters with discretion and professionalism

Qualifications:

• Proven experience in legislative affairs, public policy, or political strategy (state or federal level preferred)
• Exceptional organizational, leadership, and communication skills
• Ability to work independently, manage complex projects, and lead a collaborative team
• Strong political judgment and discretion with sensitive information
• Maryland ties and/or familiarity with the General Assembly are strongly preferred

To Apply:
Please send a cover letter and resume to [email protected] with the subject line: Chief of Staff Application – [Your Name]. Applications will be reviewed on a rolling basis.