Executive Director

Hilltop Alliance

Pittsburgh, PA, USA


US$110-120k (annually)

Executive Director/President/CEO

Jan 17

Background: Since our formation in 2007, the Hilltop Alliance has worked collaboratively to preserve and create community assets across South Pittsburgh’s Hilltop. The Alliance serves: Allentown, Arlington, Arlington Heights, Beltzhoover, Carrick, Knoxville, Mt. Oliver Borough, Mt. Oliver City, Mt. Washington, South Side Slopes and St. Clair. The Alliance currently operates the following major programs and projects: neighborhood business district reinvestment & small business technical assistance programs, vacant property recycling & redevelopment, affordable housing development, home repair programs, property maintenance intervention and support services programs, and a monthly Fresh Fridays food distribution program. With an annual budget of approximately $1.5M and 8 full-time staff members, the organization has a high-performance culture while maintaining a flexible work environment. The Mission of the organization is “To preserve and create assets in the Hilltop community, through collaboration and coordination of resources”.

Position Summary: The Executive Director is the chief executive of the Hilltop Alliance. The Executive Director reports to the Board of Directors and is responsible for the organization's consistent achievement of its mission and financial objectives. The Executive Director is a strategic thinker responsible for the day-to-day operations, relationships with stakeholders, and management of development projects, program design, financial management, and implementation of long-term plans. The Executive Director must examine policy issues and community sentiments, to inform strategic decision-making with a long-term perspective, while determining opportunities, threats, objectives and priorities. The Executive Director position is comprised of the following functions:


  • Provide leadership in developing program, organizational and financial plans with the Board of Directors, Committees and staff.
  • Drafts and carries out plans and policies authorized by the Board.
  • Maintain official records and documents, and ensure compliance with federal, state, local and/or other regulations.
  • Maintain a working knowledge of trends and best practices in the relevant fields.
  • Attend and staff regular and special Board meetings (including preparation of Board meeting agendas, with concurrence of the Board President, preparation and distribution of Board reports and Board packet), Executive Committee meetings, Finance Committee and other Committee meetings, as needed, and ensuring proper advance notice of meetings.


  • Ensure staff and Board of Directors has sufficient and up-to-date information.
  • Discuss and make recommendations to the Board of Directors of any internal/external issues that affect or may affect the smooth operation of the organization.
  • Publicize the activities of the organization, its programs and goals.
  • Ensure timely response to media inquiries.
  • Maintain positive working relationships and cooperative arrangements with other community groups and partners.
  • Ensure the organization and its mission, programs, and services are consistently presented in a strong, positive image to stakeholders.

Staff, Volunteers and/or Contractors:

  • Build and sustain teams by motivating and guiding toward common goals and measurable outcomes.
  • Effectively manage the personnel of the organization according to personnel policies and procedures that fully conform to current laws and regulations.
  • Be responsible for the recruitment, employment, and release of all personnel, paid staff, contractors and volunteers, consistent with policies and procedures.
  • Ensure job descriptions are developed, regular performance evaluations are held and documented, and that sound human resource practices are in place for all staff.
  • Maintain a climate that attracts, keeps, and motivates a diverse and high-performing staff.

Budget and Finance:

  • Ensure responsible financial management to set priorities, negotiate contracts, manage cash flow, and monitor expenses.
  • Responsible for maintaining sound financial practices in accordance with all applicable State and Federal laws and regulations.
  • Work with the staff, Finance Committee, and the Board in preparing and revising the annual budget; monitor how the organization operates within that budget.
  • Ensure adequate funds are available for the organization to carry out its goals and objectives.
  • Create financial analyses of development projects, understanding of combining different funding sources, their rules and restrictions.
  • Conduct official correspondence of the organization and execute legal documents.

Fundraising and Grant Writing:

  • Develop and maintain working relationships with current and potential funders.
  • Identify new financial resources and support from governmental sources, foundations, corporations, intermediaries, and other partners.
  • Ensure all grant applications and meet deadlines for required application submissions and reports.
  • Responsible for maintaining sound financial practices in accordance with all funding agreements. 

Real Estate:

  • Responsible for the administration and business management of all Hilltop Alliance-owned subsidiaries for real estate ownership and development.
  • Execute a multi-layered real estate development strategy that makes consistent and timely progress while managing risk and costs, long-term and short-term.
  • Create and grow earned revenue from real estate to help fund Hilltop Alliance programs and operations.
  • Ensure the establishment and maintenance of sound working relationships with developers, tenants, and real estate development financing partners, including government, private investors and banking institutions.
  • Ensure management of existing real estate portfolio, including rent collection, renovations, tenant relations, lease compliance and negotiations and bill payments.
  • Maintain a working knowledge of construction and renovations costs and practices, as well as real estate development economics in low-moderate income communities. 


  • At least five years of experience in community and economic development leadership.
  • Bachelor's degree in business, nonprofit management, urban studies or related field from an accredited College or University.
  • Master’s Degree in Business Administration, Public Administration, Urban Planning or related field preferred.
  • Proven experience in representing an organization to the media and public, including public speaking and marketing.
  • Proven leadership, management and interpersonal skills to motivate external stakeholders, all levels of staff, and volunteers.
  • Understanding of nonprofit financial management and familiarity with Quickbooks.
  • Ability to exercise sound judgment and decisive decision-making.
  • High level of personal and professional ethics.
  • Excellent written, oral communication and listening skills.
  • Ability to efficiently delegate tasks.
  • Strong computer skills with word processing and spreadsheet programs.
  • Understanding of applicable web-based applications and software.
  • Ability to lift up to 25 lbs.
  • Proven success in working with financial institutions and funding sources.
  • Proven track record in fundraising from a variety of sources.
  • Experience working effectively with public (local, state and federal) agencies and officials.
  • Experience working effectively in diverse, urban communities.
  • Proven strategic planning and program development skills.
  • Background with strong analytical skills and creative problem-solving.

Reporting Relationships:

  • This position reports to and is evaluated by the Board President and Executive Committee, with additional evaluation and support from the Board of Directors. 

Salary range of $110,000 - $120,000. Benefits include health, vision, dental, short-term, and long-term disability insurances, simple IRA plan with up to 3% employer match, and paid time off and holidays.

With the subject title “Executive Director”, please email a single word doc or PDF attachment (titled with your last name), including a cover letter, a resume, contact information for three professional references and salary expectations to bill@pghhilltopalliance.org. All applications are due by 5 PM on Monday, February 20, 2023. Phone screening will be done on a rolling basis before in-person interviews begin in March.

Hilltop Alliance is an Equal Opportunity Employer.  

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Hilltop Alliance

To preserve and create assets in the Hilltop community, through collaboration and coordination of resources.