SchoolHouse Connection, Senior Director, Strategic Execution

Role Overview

SchoolHouse Connection — Senior Director, Strategic Execution is a senior leadership role focused on translating organizational strategy into coordinated plans, operating systems, and measurable outcomes. Working with executive leadership, you’ll improve collaboration, accountability, and decision-making across multiple teams and initiatives to strengthen execution and scale mission impact.

Responsibilities

• Lead development of organizational systems, planning processes, and cross-functional practices that enable effective execution and sustainable growth.
• Translate strategic priorities into actionable plans with clear goals, ownership, timelines, success measures, and resourcing considerations.
• Align work across programs, policy, communications, operations, and growth initiatives by identifying dependencies, risks, and collaboration opportunities.
• Build and maintain planning systems, dashboards, operating rhythms, and accountability structures to support decision-making.
• Design and facilitate leadership meetings, planning cycles, progress reviews, and organizational processes that improve focus and execution.
• Advise executive leadership with recommendations on tradeoffs, sequencing, capacity, and priority setting.
• Reduce operational complexity by improving communication flows, documenting decisions, clarifying ownership, and strengthening follow-through.
• Identify and resolve cross-functional challenges related to scope, timing, priorities, and coordination.
• Establish practices for transparency, accountability, continuous improvement, and organizational learning.
• Support expansion of new initiatives by ensuring alignment to strategic goals and capturing lessons learned.
• Foster a culture of trust, collaboration, and mission-focused execution.

Requirements

• 10+ years of experience in senior operations, strategy, Chief of Staff, organizational leadership, or similar roles.
• Proven track record improving operational effectiveness and guiding teams through growth.
• Demonstrated ability to translate strategy into coordinated execution across multiple teams/functions.
• Experience designing and managing planning processes, operating rhythms, performance tracking systems, and workflows.
• Experience partnering with executive leaders (e.g., CEO/Executive Director/COO or equivalent).
• Strong understanding of nonprofit operations, resource constraints, and cross-functional collaboration.

Nice-to-Haves

• Experience within complex nonprofit, education, social impact, or mission-driven organizations.