City of Boston

Chief of Staff

Req ID
2025-28951
Dept
Office of People Operations
Position
Regular Full-Time
Location
Boston City Hall
Salary Min
106,250.19
Salary Max
143,736.05
Union
EXM
Openings
1
Posting End Date
2/14/2025
Contact Email
abigail.milewski@boston.gov

Overview:

Under the direction of the Chief People Officer, the Chief of Staff’s primary responsibility is to assist the Chief People Officer in directing the work of the City of Boston’s People Operations Cabinet. The Chief of Staff will advance the goals of the People Operations Cabinet and ensure People Operations, Human Resources, Labor Relations, and the Registry are functioning smoothly. As a key leadership role in the City’s People Operations Cabinet, the Chief of Staff will work to create a City of Boston that is the gold standard of municipal people operations, and ensure that the City of Boston is an employer of choice.

Responsibilities:

  • Assists with overseeing the City of Boston’s People Operations Cabinet, including the Office of Human Resources (OHR), the Office of Labor Relations (OLR), and the Registry. 
  • Manages a portfolio of high priority, cabinet wide special projects and initiatives and provides direct management of associated project managers and directors.
  • Supports department heads and department HR on high priority projects, employee relations matters, in navigating roadblocks, and in other key areas by providing strategic advice.
  • Acts as liaison to the Mayor's Office on all key personnel-related tasks.
  • Provides executive oversight of major Cabinet initiatives, working with a variety of teams and leadership to align internal and external resources to ensure successful project completion.
  • Advises on and contributes to policy, strategic planning and budget development, and human resources issues for the Office of People Operations.
  • Coordinates and manages cross-departmental issues and projects, including communications and the development of policies and procedures.
  • Represents the Chief People Officer and department(s) in various settings, as required.
  • Assists or may be assigned to plan, develop, implement, direct and evaluate continuing improvement, re-organization, and cost containment efforts for delivery of City services.
  • Manages key operational objectives to ensure completion which may include but is not limited to approvals of personnel requisitions and operationalizing collective bargaining agreements or HR policy changes.
  • Performs related work as required.

Minimum Entrance Qualifications:

Successful candidates will have a style that is purposeful and directed at accomplishing a variety of tasks effectively and respectfully. The working environment will present a great deal of challenge and pressure. People and challenges must be handled with care, confidence, and determination.

 

  • A minimum of five (5) years of full-time professional experience in senior-level management or other related strategic work, preferably in municipal government, with a minimum of two years experience in a supervisory capacity.
  • A degree in human resources, law, labor, employee relations or related fields is a plus, but not required.
  • Experience with employment law or labor relations is a plus, but not required.
  • Experience managing in highly unionized environments is preferred.
  • Exceptional organizational skills and the ability to balance many tasks in a fast-paced environment with constantly evolving priorities. 
  • Ability to motivate staff and ensure follow-through on assigned tasks. 
  • Demonstrated change management and verbal and written communication skills.
  • Must possess excellent critical thinking and problem-solving skills and ability to maintain composure in stressful situations.
  • Ability to exercise outstanding judgment and significant patience, understanding and empathy, recommend solutions in a tactful and professional manner and maintain the integrity of confidential information.
  • Demonstrated ability to work in diverse teams and experience building strong relationships across a range of functional areas and seniority levels.
  • Experience in contract and personnel negotiations and management.
  • Knowledge of Boston is a plus.
  • Boston residency required.

 

Terms:

Union/SalaryPlan/Grade:Non-Union MM2-11

Hours per week: 35

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