Head of Operations - Annapolis
2 days ago

Job description
The RoleWe're a growing early childhood education company moving from founder-led operations to a real operating platform. This role owns how the business runs day to day across centers. You're not here to babysit problems, you're here to build systems that prevent them. Your mandate is to bring structure, consistency, and accountability to a business that impacts families every single day.
You'll partner closely with the CEO, center directors, and functional leaders to create scalable operating standards that improve quality, compliance, parent experience, staff retention, and unit-level performance.
This is a hands-on leadership role that requires time in centers, not just time in meetings.What You'll Own
Own day-to-day operations across all centers and regional teams
Build and standardize operating playbooks for center performance, staffing, safety, and parent experience
Drive consistent quality of care and learning environment across locations
Partner with HR to improve hiring, onboarding, training, and retention of teachers and center leaders
Create scalable processes for scheduling, ratios, enrollment management, and daily operations
Improve center-level P&Ls through labor optimization, enrollment growth, and cost discipline
Ensure compliance with all state and local childcare regulations and licensing requirements
Lead regional managers and center directors with clear expectations and accountability
Build KPI dashboards and operating rhythms (weekly reviews, site visits, scorecards)
Own new center openings and operational readiness for expansion
Partner with Finance on budgeting, forecasting, and unit economics
Identify and fix operational bottlenecks that impact families and staff
Build a culture of consistency, safety, and performance without losing heart
What Success Looks Like
Centers run consistently well regardless of who's on shift
Directors are developed leaders, not firefighters
Enrollment grows and retention improves
Staff turnover decreases and training quality improves
Parent satisfaction and trust increase
Compliance issues decrease and audits become routine, not stressful
New centers open smoothly and hit performance targets faster
The CEO gets leverage and isn't pulled into daily ops fires
Who We're Looking For
7+ years of operations leadership in multi-site services, education, healthcare, hospitality, or franchised environments
Experience scaling operations beyond founder-led chaos
Proven ability to build playbooks, systems, and accountability structures
Comfortable leading leaders and holding high standards with empathy
Strong operational judgment in regulated environments
Data-driven but people-first leadership style
Willing to be in the field and in centers regularly
Strong communicator who can drive alignment across
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