Managing Director of Operations; MDO

Reading Assist is partnering with Bob Madonna (Diversified Services LLC) on a search for a Managing Director of Operations (MDO).

For over 35 years, Reading Assist has supported struggling readers through our accredited structured literacy program, rooted in the science of reading. We serve K–3 students across Delaware, Pennsylvania, New Jersey, and Washington, D.C. who are in the lowest 25% for reading proficiency. We consistently help them achieve reading success.

Reading Assist’s strategic ambition is to become the leading regional expert and trusted provider of reading instruction for young, struggling readers. We intend to grow to serve 10,000 students, with 90% reaching the benchmark in foundational reading skills within one year.

We are seeking a Managing Director of Operations (MDO) to build and lead the operational infrastructure required to scale our impact. This is a critical executive role for a leader who thrives at the intersection of strategy, systems, and mission-driven work.

The MDO will play a pivotal role in shaping the organization’s next phase of growth, ensuring that systems, structures, and resources scale alongside programmatic impact.

Location: Wilmington, DE (Hybrid – minimum 3 days in office)

Reports to: Chief Executive Officer

Status: Full-time, Exempt

The Managing Director of Operations (MDO) is a senior leader responsible for ensuring Reading Assist operates effectively, efficiently, and in full alignment with its mission. As a member of the senior leadership team, the MDO partners closely with the CEO to translate organizational priorities into strong systems, disciplined financial management, and high-performing operational practices.

This role oversees finance, human resources, contracts, compliance, technology, facilities, and administrative systems — building the infrastructure that enables staff and programs to thrive.

The ideal candidate is a strategic thinker and skilled operator who brings clarity, structure, and accountability while maintaining a collaborative and mission-centered approach.

• Lead and oversee day-to-day operational functions across finance, HR, compliance, IT, and facilities
• Design, implement, and continuously improve systems, policies, and workflows
• Identify operational risks and inefficiencies, and implement practical solutions
• Develop and monitor key performance indicators and organizational dashboards
• Strengthen cross-department coordination and communication
• Evaluate and manage vendor relationships and outsourcing opportunities
• Create, maintain and implement organizational policies
• Oversee compliance with federal, state, local, foundation, and grant requirements (Ameri Corps experience preferred)
• Manage the development and execution of contracts, MOUs, and organizational agreements
• Lead annual budgeting, forecasting, and financial planning processes
• Monitor performance against budget and provide variance analysis
• Partner with the CEO, Director of Finance, and Finance Committee on financial strategy
• Ensure strong internal controls and audit readiness
• Support cost efficiency initiatives and responsible financial stewardship

• Oversee recruitment, onboarding, performance management, compensation, and benefits
• Work with Recruitment Manager to guide high-volume, fast-paced recruiting environment for annual tutor and Ameri Corps member hiring
• Review and evaluate benefit plans annually in partnership with leadership and brokers
• Support department managers with employee relations and performance matters
• Ensure compliance with employment laws and nonprofit best practices
• Strengthen systems that support staff engagement, accountability, and retention
• Oversee organizational technology systems, data management, and cybersecurity practices
• Work with Director of Operations and Data Systems to ensure all reporting requirements and organizational data requirements are met
• Partner with IT vendors to ensure secure and reliable infrastructure
• Manage facilities, leases, safety, and office operations
• Serve as an active member of the senior leadership team
• Provide operational analysis and…