About The Position

The Lead, School Operations Manager aka: Director of School Operations (DSO) is a senior, enterprise‑level leader responsible for driving operational excellence across a portfolio of Connections Academy schools. This role partners closely with school leaders to ensure schools are compliant, sustainable, and positioned to deliver strong student outcomes—at scale. The DSO is a leader of leaders, directly managing school principals and working alongside leadership teams to strengthen execution, build leadership capacity, and ensure the Connections Academy model is implemented with fidelity. This is a highly visible, high‑impact role requiring strong judgment, the ability to operate across multiple schools simultaneously, and comfort navigating complexity in a fast‑moving environment. The DSO works in close partnership with cross‑functional teams—including School Success, Academic Outcomes, Finance, HR, and Operations—to translate strategy into disciplined, scalable execution while maintaining a strong focus on student experience and long‑term sustainability.

Requirements

  • 3–5 years of proven leadership experience as a Principal or equivalent senior school leadership role
  • Advanced degree in Education, Educational Leadership, or Management
  • Demonstrated ability to lead leaders and operate effectively across multiple organizations
  • Strong operational judgment and experience managing complexity at scale
  • Excellent communication, executive presence, and relationship‑building skills
  • Data‑driven mindset with a focus on results and accountability
  • Comfort working in a technology‑enabled, virtual environment
  • Ability and willingness to travel frequently

Nice To Haves

  • Experience leading or supporting virtual or blended schools
  • Experience working with charter schools, authorizers, or boards
  • Background in large‑scale or multi‑site educational operations

Responsibilities

  • LEAD PORTFOLIO‑LEVEL SCHOOL OPERATIONS
  • Directly manage and coach multiple school principals across a portfolio of virtual schools
  • Establish clear operational expectations and accountability across schools while honoring local nuances
  • Monitor operational health, compliance indicators, and engagement trends to proactively identify risks
  • Hold school leaders accountable for execution of:
  • Academic improvement initiatives
  • Compliance, charter, and contract requirements
  • School‑year milestones and operational deliverables
  • Provide structured, data‑informed coaching to strengthen leadership effectiveness and execution discipline
  • ENABLE OPERATIONAL SUSTAINABILITY & ENROLLMENT GROWTH
  • Partner with schools to ensure operational readiness to support enrollment growth
  • Assess leadership capacity, staffing models, onboarding processes, scheduling, and systems readiness
  • Identify operational constraints that could impact growth, persistence, or staff sustainability
  • Strengthen retention‑supporting practices that improve student and staff experience
  • Proactively identify and mitigate risks related to charter stability and renewal readiness
  • DRIVE SCHOOL‑YEAR READINESS AT SCALE
  • Ensure consistent execution of school‑year cycle activities across multiple schools, including:
  • School calendars and handbooks
  • Annual policy and process reviews
  • Summer school planning
  • Identify pressure points impacting leaders and staff and coordinate mitigations across the portfolio
  • BUILD LEADERSHIP CAPACITY & SUCCESSION
  • Serve as a leader of leaders, managing principals responsible for large, complex organizations
  • Set clear performance expectations tied to operational excellence and strategic initiatives
  • Conduct performance evaluations and support ongoing leader development
  • Lead hiring, onboarding, and succession planning for school leaders
  • Facilitate leadership development that cascades through leadership teams and staff
  • SUPPORT BOARDS, AUTHORIZERS & EXTERNAL PARTNERS
  • Support school leaders in engaging effectively with boards, authorizers, districts, and partners
  • Prepare leaders for meetings by supporting agenda development, data review, and performance narratives
  • Contribute to formal school leader performance reviews presented to boards, ensuring clarity and evidence‑based evaluation
  • LEAD CHANGE & CONTINUOUS IMPROVEMENT
  • Support schools through operational change as new products, services, and systems are introduced
  • Drive adoption of enterprise processes while minimizing disruption to schools
  • Contribute to continuous refinement of the School Operations operating model

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What This Job Offers

Job Type

Full-time

Career Level

Manager

Number of Employees

5,001-10,000 employees

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