Find Jobs
Find Jobs Near You – Available Work in Your Location
Chief of Staff
Career Insights for Chief of Staff
See where this job fits in the broader career landscape. Knowing your career path helps you see what's possible from here.
Scorecard
Based on Maryland data
Review key factors to help you decide if this role fits your goals. How is this calculated?
What they do
A Chief of Staff plans and directs all administrative, financial, and operational activities for the organization's President, CEO or other executive. Organizes and prioritizes critical issues and required information for the executive to facilitate efficient decision making. Acts as a point of contact or gatekeeper between top management and other stakeholders. Provides oversight and guidance to projects of high importance. May act as an advisor to the chief executive, or responsible for the management of executive support staff. Develops major goals to support broad functional objectives. Approves policies developed within various sub-functions and departments.
$269,120 / year median in Maryland
+8% projected growth
Job Description
Chief of Staff at Chesapeake Search Partners Chief of Staff at Chesapeake Search Partners in Bowie, Maryland Posted in about 12 hours ago.
Type:
full-time Chesapeake Search Partners is partnering with a growing real estate organization to identify a Chief of Staff reporting directly to the Chief Financial Officer. This highly visible role sits at the intersection of executive partnership, business operations, and project management, serving as an extension of the CFO to keep priorities moving across Accounting, Financial Reporting, HR, Property Management, Legal, and Asset Management. The ideal candidate is highly organized, proactive, and comfortable driving accountability across multiple senior-level stakeholders and initiatives.
Key Responsibilities:
- Serve as an extension of the CFO, managing priorities, preparing for key meetings, and helping drive execution across competing business needs.
- Lead cross-functional project tracking across multiple departments, identifying bottlenecks, monitoring milestones, and ensuring initiatives remain on schedule.
- Develop executive-level dashboards, roadmaps, presentations, and visual reporting that provide clear visibility into priorities, progress, and deliverables.
- Attend key meetings with or on behalf of the CFO, document decisions and action items, and drive follow-through and accountability across department leaders.
- Build and maintain project plans, schedules, timelines, and Gantt charts to manage multiple concurrent workstreams.
- Support process improvement, SOP development, AI-enabled workflows, and special projects that strengthen organizational effectiveness and executive decision-making.
Qualifications:
- 5+ years of experience in executive business partnership, Chief of Staff, business operations, or project management, ideally supporting C-suite or senior executives.
- Demonstrated project management experience with the ability to manage multiple complex initiatives, deadlines, and stakeholders simultaneously.
- Advanced proficiency with Monday.com, including project boards, Gantt views, and executive dashboards.
- Strong PowerPoint and visual communication skills with the ability to translate complex information into clear executive-level reporting.
- Experience leveraging AI tools to improve process documentation, drafting, workflows, and operational efficiency.
- Confident, proactive communication style with strong judgment, discretion, and the ability to drive accountability among senior leaders.