OST Director of ESY

Arts For Learning Maryland•Baltimore, MD

11h•$84,900

About The Position

Arts for Learning Maryland is a mission-driven organization that enriches the lives and education of Maryland youth through educational and culturally diverse arts programs. Professional teaching artists partner with educators, schools, and school districts to provide arts learning opportunities to students throughout Maryland. Reporting to the Deputy Chief of OST, the OST Director of ESY leads the operational aspects of the ESY Summer Program. The Director works closely with school district officials and the Special Education Specialist to ensure smooth site operations, compliance with district requirements, and high-quality, inclusive arts programming. The position oversees operational logistics, procurement, quality assurance, staffing coordination, and administrative and budget tracking. Approximately 30% of the role supports broader OST program activities, including events, site support, and cross-team debriefs. The position directly supervises the Program Operations & Site Logistics Coordinator (ESY) and the Procurement & Operations Coordinator. It collaborates with the Special Education Specialist, Professional Development Manager, school district staff, and school administrators. The role is exempt and requires a bachelor's degree, at least three years of relevant program management experience, experience serving students with IEPs, 504 plans, or specialized learning needs, and at least two years of direct supervisory experience. The starting annual salary is $84,900. The benefits package includes medical, dental, and vision coverage, retirement contributions, and flexible paid time off. Employees are subject to federal and state background checks.

Requirements

Bachelor's degree in Arts, Arts Administration, Special Education, Education Administration, Non-Profit Management, Operations, or a related field.
At least 3 years of experience managing complex, multi-site educational programs, youth development initiatives, or large-scale summer camp operations.
Demonstrated experience working within or managing programs serving students with IEPs, 504 plans, or specialized learning needs.
At least 2 years of experience directly supervising full-time administrative staff or programmatic coordinators.
Familiarity with state special education mandates, district safety standards, and operational compliance.
Demonstrated experience managing operations in compliance with local school district policies and/or Maryland State Department of Education regulations.
Proficiency with data-driven software and basic CRM systems, such as Salesforce, Google Workspace, or Excel, for enrollment and attendance tracking.
Ability to operationalize IEP/504 accommodations into site-level logistics, including scheduling, physical space setup, and paraprofessional placement.
Strong collaboration and stakeholder communication skills, including the ability to work with school district officials, special education managers, and school principals.
Adaptability and crisis-management skills to address unpredictable challenges at active summer sites.
Commitment to inclusive education and to treating students with differing learning needs with dignity and high expectations.
Leadership and people-development skills, including a coaching-centered approach to motivating coordinators, temporary staff, site directors, and teaching artists.

Nice To Haves

Master's degree in Special Education Leadership, Public Administration, or Educational Leadership.
Prior experience collaborating directly with school district central offices, particularly Special Education Departments or ESY office staff.
Experience with adaptive arts instruction, therapeutic arts, or integrating creative curriculum into special education environments.
Direct experience using Salesforce to oversee reporting pipelines, student records, and program evaluations.
Project management expertise and experience with Agile workflows.
Experience tracking high-volume supply chains, executing purchase orders, coordinating printer and apparel vendors, and auditing inventory across multiple sites.
Experience building and monitoring program budgets, drafting MOUs, and reviewing vendor quotes.
Ability to use data collection frameworks and translate attendance data and summary reports into actionable program improvements.
Competency implementing and monitoring observation protocols to maintain quality.
Proficiency with project management software and tracking databases for recruitment pipelines, district approvals, and timelines.
Ability to direct logistics, including supply workflows, site setups, and checklists, through delegation.
Diplomatic relationship-management skills and the ability to maintain professional communication with district officials and school leaders.

Responsibilities

Lead operational execution of the ESY summer program, including site selection, staffing models, work schedules, and site director support.
Supervise the Program Operations & Site Logistics Coordinator (ESY) in managing site staff walkthroughs, site folders, MOUs, contract routing, and district quote approvals.
Supervise the Procurement & Operations Coordinator in managing inventory, printing orders, apparel, site supply distribution, and vendor purchase orders.
Implement a quality assurance observation protocol across ESY sites to monitor operational fidelity and safety standards.
Spend approximately 30% of work time supporting broader OST program activities, including events, site support, and cross-team debriefs.
Partner with the Special Education Specialist to align operational execution with IEP and 504 accommodations, state rules, and district special education requirements.
Ensure site logistics, daily routines, and paraprofessional placements support students receiving special education services.
Coordinate operational workflows with district ESY office staff, special education managers, and school administrators.
Facilitate recruitment, application screening, interviewing, and placement of ESY teaching pairs, site leaders, and support staff.
Collaborate with the Professional Development Manager and Special Education Specialist to schedule and ensure completion of required staff training.
Monitor operational budgets, vendor purchase orders, and procurement tracking under the Deputy Chief's guidance.
Generate quotes, track district purchase orders, and ensure timely invoice submission and payment collection.