Managing Director of Operations (MDO)
Summary
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
Position Overview
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.
Responsibilities
Organizational Operations
- 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
Financial Leadership & Compliance
- Oversee compliance with federal, state, local, foundation, and grant requirements (AmeriCorps 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
Human Resources & Talent Management
- Oversee recruitment, onboarding, performance management, compensation, and benefits
- Work with Recruitment Manager to guide high-volume, fast-paced recruiting environment for annual tutor and AmeriCorps 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
Technology & Infrastructure
- 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
Leadership & Strategy
- Serve as an active member of the senior leadership team
- Provide operational analysis and insight to inform decision-making
- Prepare reports and dashboards for leadership and Board review
- Lead and mentor operational staff, fostering continuous improvement
Occasional travel is required to attend events within Reading Assist’s service area. Some evening and weekend hours may be required. This position is based in Wilmington, DE, and candidates are expected to work in the Wilmington office on a hybrid schedule.
Core Competencies
- Teamwork – Balances team and individual responsibilities; contributes to building a positive team spirit; exhibits objectivity and openness to others’ views; gives and welcomes feedback; puts success of team above own interests.
- Communication – Ability to effectively express thoughts and ideas in written and oral form; actively listens and requests clarification when needed; responds well to questions; keeps others adequately informed; selects and uses appropriate communication methods.
- Continuous Learning – Assesses own strengths and areas of development; pursues training and development opportunities; seeks feedback to improve performance; shares expertise with others; and strives to continuously build knowledge and skills.
- Initiative – Asks for help when needed; looks for and takes advantage of opportunities; seeks increased responsibilities; takes independent actions and calculated risks; undertakes self-development activities; volunteers readily.
- Cultural Competency – Shows knowledge, respect, and sensitivity for cultural differences; exhibits continuous learning practices in DEIB (Diversity, Equity, Inclusion and Belonging); promotes a harassment-free environment and culture of belonging.
- Quality – Applies feedback to improve performance; demonstrates accuracy and thoroughness; displays commitment to excellence; looks for ways to improve and promote quality; monitors own work to ensure quality.
Experience, Skills and Competencies
- Commitment to Reading Assist’s mission and values
- Bachelor’s degree required; advanced degree in business, finance, or related field preferred
- 10+ years of progressive leadership experience in operations, nonprofit management, or administration
- Demonstrated experience overseeing finance, HR, and operational systems
- Experience managing AmeriCorps or other federal grant programs preferred
- Strong financial acumen, including budget development and forecasting
- Knowledge of nonprofit compliance and grant-funded environments
- Strong data analysis and performance management skills
- Excellent negotiation, vendor management, and contract oversight skills
- Exceptional communication and organizational leadership abilities
Work Environment and Benefits
- Location in Wilmington, De with hybrid after onboarding is complete.
- Supportive, mission-driven team environment with opportunities for professional growth.
- Competitive salary, ($100,000 to $130,00) and benefits, including health insurance, paid time off, vision and dental.
Disclaimer
This position description is not designed to cover or contain a comprehensive listing of activities or responsibilities that are required of the employee. Additional duties and responsibilities expected to be performed as necessary.
An Equal Opportunity Employer
Reading Assist is an equal opportunity employer. This application will not be used for limiting or excluding any applicant from consideration for employment on a basis prohibited by local, state, or federal law. Applicants requiring reasonable accommodation in the application and/or interview process should notify a representative of the organization.
Reading Assist
100 West 10 Street, Suite 910
Wilmington, DE 19801
Diversified Services LLC
Robert (Bob) Madonna
Managing Partner
Note: Interested parties should send their resume, and cover letter detailing why they are interested in the position, and what makes them qualified for the position to Bob Madonna at the email address above.
