Career Center

Job Details

Job Information

Job Category
Employment Type
Full Time
Job Qualifications:


  • Bachelor’s degree

  • Minimum ten years’ experience in property management involving low income tenants and/or tenants requiring enhanced social supports

  • Minimum five to seven years managing supportive housing programs within, or in close partnership to, human service organizations delivering social supports to tenants.

  • Knowledge of Affordable Fair Housing Marketing Plans, property and tenant management, and issues impacting homelessness.

  • Working knowledge of various city and state housing subsidies: tenant, sponsor and project based, including public housing, section 8, low income housing tax credits, and similar programs

  • An understanding of the impact of trauma on homeless and/or other vulnerable populations

  • Demonstrated ability to think strategically and to identify departmental/organizational opportunities for innovation and efficiencies.

  • Proven leadership, strong planning and organizational skills, and ability to work well with managers, peers, subordinates, and internal and external partners.

  • Ability to work effectively under pressure, take initiative, be self-directed and take direction well.

  • Demonstrated ability to successfully work in a goal-oriented team environment.

  • Enthusiasm for the mission of the Inn, positive sense of humor and can-do attitude.

  • Ability to lead and manage complex change processes across departments and division, with demonstrable success leading change for an entire operational/departmental unit, at a scale of $8-10M/annual budget, 30+ housing sites, and/or 600+ individual tenant units

  • Ability to oversee, direct, and train staff in all aspects of the Housing Operations process, including budgeting, reporting, regulatory compliance, lease certification, and filling vacancies

  • Ability to access different building locations and program sites, including local travel for meetings and events

  • Ability to sit for long periods of time and use computer, calculator, fax, copier and other office equipment

  • Flexibility to work or be available according to program demands

Job Description:

SCHEDULE:  Exempt. Generally, Monday – Friday 8:30 a.m. - 5:00 p.m. Additional evening and weekend hours as needed.



Pine Street Inn is dedicated to ending homelessness in Boston through its harm-reduction, Housing First programs in place across its shelters, clinical services, special programs, and supportive housing sites. Street Inn partners creatively with city, state, and federal programs, private property managers/owners, and non-profit agencies to develop supportive housing sites that further individual and community growth. Through its supportive housing programs, Street Inn works to place chronically homeless adults into permanent supportive housing owned and/or managed directly by Pine Street staff, and thereafter provide these tenants with wraparound case management and clinical support services to allow them to sustain permanent housing. Street Inn’s supportive housing portfolio consists of 22 congregate sites, 347 scattered site units, and a total across all programs of 800 individual units, with an annual budget of $8 million. As part of the strategic growth of the Inn, Street Inn is working toward building another 200 units of affordable housing by 2025. This will include the consolidation of individual scatted site housing units into larger, individuals buildings that will facilitate more efficient service delivery and overall management. In order to accomplish these goals, Street Inn is seeking a strategically-minded, growth-oriented Director of Housing Operations who will successfully expand Pine Street Inn’s supportive housing portfolio.

The Director of Housing Operations will oversee all property management and compliance activities for the entire portfolio of Pine Street Inn’s Housing locations and Supportive Housing programs. The individual will be responsible to the Senior Director of Housing for the financial administration of the Housing department. The individual will maintain compliance with requirements of regulatory agencies, including licensing requirements, low-income tax credits, federal, state and local housing authorities and state and city agencies. The individual will support the Inn’s housing expansion and shelter reduction strategy in combination with other departments.

The Director of Housing Operations will drive change within the Property Management Division to enhance the commitment to a housing first philosophy and understanding that tenants in permanent supported housing have unique needs as tenants and require additional supports.

The Director will foster a culture of effective working relationships within and between PSH Services staff and Property Management Teams, with the understanding that providing Permanent Supported Housing requires strong communication and teamwork between Property Management and Services, with each division playing a vital role in assisting PSI tenants in retaining their housing.

This individual will provide leadership, planning and administrative oversight to the property management department, including staff and tenants. The Housing Operations Director maintains oversight and management of the Property Management Software System. This position represents the Housing

Department as a lead participant in the Coordinated Entry System for the State and the City of Boston with a key focus on enhancing efficiencies and reducing barriers to occupancy for vacant units. The individual will be self-motivated, with solid communications skills, capable of strategic thinking, combined with the demonstrated ability to lead and manage change. This position requires a great deal of tact, diplomacy and creative problem solving in order to maintain a positive working relationship with our many stakeholders including, but not limited to, real estate partners, neighbors, funders and external Pine Street Departments.

Job Contact Information:

Company Information

Pine Street Inn

Company Address:
444 Harrison Avenue
Boston, MA,
Company Website

Return to Career Page