City of Boston

Senior Advisor to the Chief and Director of of Strategic Initiatives

Posted Date 1 month ago(6/27/2022 10:14 AM)
Req ID
Off of Eco Opp & Incl
Regular Full-Time
ASD-Min & Womens Bus. Office
Salary Min
Salary Max
Posting End Date
Contact Email


Brief Job Description:



The mission of the Mayor’s Office of Economic Opportunity and Inclusion is to make Boston a national model of economic equity for working people, entrepreneurs, businesses, and investors by implementing sustainable solutions that repair economic harm and help build generational wealth for disadvantaged communities, foster local talent and innovative ideas, make city-sponsored opportunities more transparent and accessible, and strengthen the partnership between the City and local organizations, thereby enhancing the quality of life for all Bostonians and the experience for all visitors.


This is not your typical 9-5. We are a growing department with a transformative mission and startup environment, led by a team of passionate individuals who are committed to achieving the urgent and important goal of eliminating the racial wealth gap and making the city more inclusive for all. With that in mind, you can look forward to a work culture that is:

  • Mission-driven: We are committed to excellence in all we do and put in the time and effort required to achieve our goals, no matter how long it takes.
  • Empowering: We believe in supporting leaders who are forward-thinking, independent, risk-takers, and confident.
  • Collaborative: We understand that our work is interrelated and interdependent. We don’t operate in silos.
  • Supportive: We create an environment that provides the physical, emotional, and intellectual space and tools to accomplish your tasks and exceed internal and external expectations.
  • Innovative: We know it’s better to work smart and are always seeking creative ways to move us closer to our goals and leverage new ways of learning and working together.


As the newly named Economic Opportunity and Inclusion Cabinet reorganizes internally to execute its economic development vision and agenda, it will hire a Director of Strategic Initiatives to collaborate with the Deputy Chief of Economic Opportunity and Inclusion (DCEOI) and be responsible for leading the design, scoping, planning, of new strategic projects, programs, and initiatives that are identified as priorities for the Cabinet. The person in this role will work with the Deputy CEOI who will be responsible for executing the programs and initiatives through the Cabinet’s senior directors. For the planning process of key strategic projects, this position will collaborate with the Deputy CEOI, CEOI, senior directors, department heads within the Cabinet, a variety of staff, other citywide departments, and external experts and stakeholders to develop programs, projects, and initiatives that remove systemic barriers, advance economic justice, and establish equity for small businesses and workers throughout the City of Boston.

The ideal person will be a strong project manager as well as a self-starter who is able to work independently and creatively with confidence and a strong passion for economic equity. They must be high-energy, action-oriented, results-driven, a problem solver, humble and collaborative, and unapologetically committed to social justice and economic opportunity for all communities across the City of Boston.

A successful Director of Strategic Initiatives will execute the following roles and responsibilities as well as other duties as assigned:

Overall Responsibilities

  • Analyzes citywide landscape for existing programs and initiatives that will help achieve Cabinet-level goals on a continual basis.
  • Assesses proposed programs, projects, and initiatives for impact with an equity lens.
  • Identifies opportunities for cross-departmental collaboration on programs, projects, and initiatives, as well as opportunities for partnerships with external partners.
  • Serve as a public spokesperson for strategic programs and initiatives and special projects, along with other senior directors, as assigned by the CEOI.
  • Performs related work as required. 

Design and Planning

  • Collaborates with relevant stakeholders to identify the objectives, scope, budget, and timeline for new programs, projects, and initiatives that anticipate or respond to the needs of small business owners and workers across the City of Boston.
  • Identifies new or existing funding sources to help implement new programs, projects, and initiatives.
  • Reviews past programs, projects, and initiatives to identify areas for improvement and opportunities for efficiency.

Project Management

  • Convenes relevant stakeholders for regular progress meetings to ensure all programs, projects, and initiatives meet deadlines, stay within scope and timeline, and address challenges that may arise.
  • Develops and facilitates processes that will help reach strategic goals and ensure desired outcomes.
  • Fosters a healthy team environment and work culture.
  • Supervises project managers to successfully plan, coordinate, and execute programs, projects, and initiatives.

Progress Tracking

  • Develops relevant metrics to track, evaluate, and measure the effectiveness and impact of new programs, projects, and initiatives.
  • Prepares and submit regular and ad hoc reports on the status of active programs, projects, and initiatives.


Minimum Entrance Qualifications:

The City of Boston recruits self-organized and self-motivated people who are passionate about transformative leadership and solving problems, and who have a strong commitment to creating economic equity across all communities.

  • (5) five years of full-time, or equivalent part-time, professional work experience in communications, policy implementation, business development, workforce development, marketing, or a related field. A minimum of two (2) years supervisor experience required.
  • A bachelor’s degree in business or public administration, management, communications, marketing, or a related field. May be substituted for (2) two years of the required experience. A master’s degree in the above listed fields is preferred, but not required.
  • Strong passion for economic equity, the Cabinet’s mission, and eliminating the racial wealth gap.
  • Demonstrated knowledge of city services preferred.
  • Knowledge and ease of working on small and entrepreneurial teams.
  • A self-organized, self-motivated problem-solver,creative and strategic thinker.
  • Comfort with ambiguity and a fast-paced environment.
  • Excellent time and project management, analytical, and problem-solving skills.
  • Excellent writing, editing, organizational, customer service, and research skills.
  • Fluency in Microsoft Office, Google Drive, Zoom, Slack, Asana, Apple iOS, and other workplace technologies.
  • Strong interpersonal skills and the ability to build relationships with internal and external stakeholders, including staff, colleagues, departments, partners, and business and civic leaders.
  • Strong prioritizing skills, performing multiple tasks seamlessly and with impeccable attention to detail.
  • Ability to be flexible and adapt to a changing work environment and schedule.
  • Ability to learn new software and databases.
  • Ability to consistently meet deadlines with efficiency and accuracy.
  • Ability to work independently and with professional discretion.
  • Ability to travel within Boston as needed (within the changing guidelines of COVID-19).
  • Ability to work with a broad range of people while managing differing priorities and needs.
  • Abiilty to exercise good judgement and focus on detail as required by the job. 

Must have and maintain a current valid Massachusetts License. 

Boston Residency Required. 




Hours per week: 35


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