Deputy Director of Homeless Services

San Bernardino County•San Bernardino, CA

1d•Onsite

About The Position

The Office of Homeless Services (OHS) is recruiting for a Deputy Director of Homeless Services who serves as a key executive leader within the department, responsible for overseeing financial management, administrative operations, strategic planning, and cross-sector partnerships that advance housing-focused initiatives. This role ensures effective stewardship of diverse funding streams; leads core administrative functions; and supports the implementation of programs aligned with best practices, including Housing First and evidence-based homeless system strategies.

Requirements

A bachelor's degree from an accredited institution in Business/Public Administration, Finance, Accounting, Behavioral/Social Science, or a closely related field.
Five (5) years of full-time, increasingly responsible administrative experience with primary responsibility for analyzing, interpreting, and making recommendations to management in a combination of the following areas: Budget/Financial Management; Financial Analysis and/or Accounting; Requests for Proposals/Bids/Contracts; Analysis and Interpretation of Quantitative Data; Facilities Planning/Property Management; Grant Management & Compliance (HUD, HHAP, ESP, state grants, etc.); Organizational Analysis; or Project Management, including experience in a housing or homeless services program.
Two (2) years of experience as a full-scope supervisor or manager over professional or technical staff. Experience may be concurrent.
Applicants with an equivalent combination of education and experience commensurate with the responsibilities of the position may be considered.
Qualifying experience must be equivalent to Staff Analyst II (journey-level) or above with increasing responsibility.
Trainee level experience must be clearly distinguished from journey-level experience in the work experience section of the application.
Qualifying degrees or coursework must be completed at a college or university accredited by any accrediting association recognized by the United States Department of Education.
Degrees or coursework completed outside the U.S. must be accompanied with an evaluation report from a reputable credential evaluation service showing equivalency to degrees or coursework completed at a college or university accredited by any accrediting association recognized by the United States Department of Education.
Background check, which includes credit check, DOJ Live Scan fingerprinting, DMV check, and physical exam including drug testing, prior to appointment.
Travel throughout the County is required.
A valid California Class C Driver License is required to carry out the essential job-related functions of this position (mileage reimbursement may be available at current IRS rates).
A clean driving record and proof of automobile liability insurance must be maintained.
Candidates will be required to present their legal right to work in the United States prior to employment.

Nice To Haves

Knowledge of: The principles and practices of homeless services strategies, program administration and resources, including methods for business attraction and retention.
Methods of financing homelessness projects; federal, state and local policies, laws, rules, and regulations relating to homelessness and financing.
The functions and relationships between private and public sector groups that serve the homeless populations.
Principles and practices of office management, administration, supervision and training.
Skills & Abilities: Planning, organizing and promoting homelessness strategies, programs and related activities.
Researching, analyzing, interpreting and presenting findings on complex data, documents, technical studies, leases, agreements, contracts and other data and documents related to homelessness projects and programs.
Supervising staff in seeking of grants for activities and the writing of such grants in competition.
Expressing ideas on technical subjects clearly and concisely, orally and in writing; proper use of grammar, spelling, punctuation and precise report writing.
Supervising, training and evaluating professional staff.
Gathering, organizing and analyzing information and arriving at sound conclusions.
Establishing and maintaining effective working relationships with those contacted in the course of work.

Responsibilities

Oversee complex departmental budgets and financial operations.
Manage multiple funding streams, including federal, state, and local sources (such as HUD, HCD, and CoC-funded programs).
Ensure compliance with grant requirements, regulatory standards, and fiscal reporting obligations.
Implement systems to track expenditures, monitor fiscal performance, and forecast financial needs.
Develop and manage contracts with nonprofit service providers, consultants, and vendors.
Oversee procurement processes in alignment with county, state, and federal rules.
Monitor contractor performance, ensuring contractual obligations and outcomes are met.
Lead administrative operations, including HR coordination, IT needs, facilities support, and general administrative systems.
Drive process improvements to strengthen efficiency, compliance, and internal controls.
Support departmentwide strategic planning and operational alignment.
Manages, organizes and supervises the issuance, review and recommendation of requests for proposal/qualification for development, consultants or programs; supervises invitation for bids, inspection of properties, and other related activities; analyze programs or projects for feasibility and cost effectiveness.
Apply expertise in homeless service delivery models, including Coordinated Entry Systems, HMIS, permanent supportive housing, and Housing First principles.
Provide leadership that aligns fiscal and administrative functions with best-practice homelessness interventions.
Build and maintain partnerships with government agencies, nonprofit providers, community groups, and other system stakeholders.
Represent the Office of Homeless Services in regional workgroups, planning efforts, and cross-jurisdictional initiatives.
Use data to evaluate program performance, fiscal stability, and operational efficiency.
Promote a culture of continuous improvement grounded in measurable outcomes.
Supervise fiscal, administrative, and operational staff.
Establish performance goals and ensure deliverables are met.
Provide guidance, coaching, and professional development opportunities.
Manages, supervises and performs routine tasks related to projects and programs; supervises and motivates staff in the development and implementation of such projects and programs; monitors progress and makes recommendations for improvements.
Present complex financial, administrative, and operational information to county leadership, elected officials, community partners, and the public.
Develop reports, briefings, and presentations that clearly convey program performance and fiscal status.
Works with citizen community groups, auditors and regulators for the proper flow of information as requested or as required by various state, City, federal procedures, policies, regulations or law; determines compliance with various policies, procedures, regulations or law and makes recommendations thereto.