Strategic School Planning for Fall: 11 Key Considerations for Leaders

strategic planning
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As the new academic year approaches, educational leaders face a prime opportunity to reset priorities and strategically align their institutions for the future. Whether in K-12 schools, higher ed, or nonprofit learning organizations, successful strategic planning requires clarity, accountability, and adaptability. A well-structured plan should provide concrete direction for the immediate future while remaining flexible enough to respond to change over time.

Outlined here are what I consider some essential considerations for initiating a strategic multiyear planning process that is both grounded and aspirational, with a clear emphasis on SMARTE goals, tangible objectives, and a robust process for evaluation.

1. Establish a Clear Strategic Intent and Vision

Every effective strategic plan begins with a shared understanding of where the organization is going and why. Leaders should start by reaffirming or revising the organization’s mission and vision statements to ensure both resonate with current realities and future aspirations. These foundational statements serve as a compass, guiding decisions, aligning efforts, and inspiring stakeholders. When the strategic intent is clear, the planning process gains coherence and legitimacy.

2. Conduct a Comprehensive Environmental Scan

Before setting goals, leaders must understand the context in which they are operating. A thorough environmental scan includes both internal analysis (strengths, weaknesses, culture, staff capacity) and external factors (policy shifts, funding trends, demographic changes, technology). Tools such as SWOT (Strengths, Weaknesses, Opportunities, Threats) and PEST (Political, Economic, Social, Technological) analyses help structure this process. Engaging stakeholders through surveys, interviews, and focus groups ensures that diverse perspectives inform the planning process and strengthens stakeholder engagement.

3. Use the SMARTE Framework for Goal Development

Often strategic plans fail because their goals are vague or overly aspirational. By using the SMARTE framework (Specific, Measurable, Achievable, Relevant, Time-bound, and Equitable), leaders can create goals that are inspiring and actionable. Each goal should clearly articulate what success looks like and when it should be achieved. SMARTE goals bring clarity and structure to the plan and provide a foundation for accountability and evaluation.

4. Set Tangible, Measurable Objectives

Once SMARTE goals are identified, these should be broken down into specific objectives that describe the steps necessary to achieve each. Objectives should be granular enough to assign responsibility and allocate resources. For each objective, include key action steps, timelines, success indicators, and the person responsible. This level of detail is especially critical in the first two years of the plan when clarity and implementation are most important. The person responsible is generally identified by position title and not by name.

5. Define a Clear Evaluation and Monitoring Process

A strategic plan is only as strong as the system in place to monitor its progress. Leaders should establish a recurring process to evaluate implementation, track metrics, and adjust strategies as needed. This may include biannual checkpoints, progress dashboards, or standing agenda items at leadership meetings. Evaluation should be a learning process that enables the organization to stay on track and make data-informed adjustments. Having each section of the plan reviewed at the governance level on an annual basis is a good way to ensure the Board stays engaged and up to date as to the plan’s process.

6. Build Concrete Plans for Years 1 and 2

The first two years of the strategic plan should be highly detailed. This is when momentum is built, key foundations are laid, and early successes can be achieved. Include specific initiatives, project timelines, budgets, and leadership assignments. Identify potential risks and mitigation strategies. Clear planning at this stage helps ensure that progress is both visible and measurable, which is essential for building trust and maintaining energy. When possible, ensure that the plan includes a few simple objectives that can be highlighted as early victories to help build engagement.

7. Design Year 3 as a Strategic Guidepost

By Year 3, the organization should be reflecting on lessons learned, measuring outcomes, and preparing to pivot if needed. This year serves as a bridge between execution and evolution, and the planning for it should be flexible enough to allow for redirection but structured enough to sustain forward movement. Leaders should schedule a formal review of the strategic plan in Year 3 and invite broad stakeholder feedback to determine what needs refining, which supports the concept of it being a living document and not simply a leadership exercise. A revision would then outline the concrete steps for the next two years and help the evolution of the organization.

8. Blend Guideline and Aspirational Planning for Years 4–5

Years 4 and 5 should strike a balance between direction and innovation, and should remain aligned with the original strategic intent while allowing room for aspirations that may not have been fully realized earlier. By design, these years can include more ambitious goals, pilot programs, or exploratory initiatives that anticipate emerging trends or new opportunities. While not overly prescriptive, these goals should still include general milestones and indicators of progress. Most likely, if the plan is revised in Year 3, these guidelines will help form the subsequent plan.

9. Align with Budget and Resource Forecasts

No strategic plan can succeed without realistic budgeting and resource alignment. Every initiative and objective should be backed by a financial forecast and staffing plan. Leaders should anticipate revenue changes, explore potential grant or partnership opportunities, and consider reallocating existing resources toward higher-impact areas. Budget planning should be ongoing and transparent, ensuring that strategic priorities are financially sustainable. Remember budgeting is the ultimate identification of organizational priorities. Not aligning planning and budgeting is a key way to ensure strategic failure.

10. Ensure Stakeholder Engagement and Ownership

A strategic plan created in isolation is unlikely to succeed. Leaders must engage stakeholders early and often, which fosters shared ownership and taps into valuable insights from those closest to the work. Strategies for engagement may include advisory councils, town halls, surveys, and collaborative planning sessions. If the plan is large enough to be broken into multiple facets or strategic directions, it is best practice to assign board members, administrators, and staff to co-chair each section in order to further build stakeholder ownership.

11. Develop a Plan for Ongoing Adaptation

Finally, leaders should recognize that strategic planning is not a one-time event. A dynamic organization will face shifting priorities, new challenges, and evolving stakeholder needs, so any plan must include a process for regular updates and adjustments. Annual retreats, mid-year reviews, and real-time dashboards can help keep the plan relevant. Flexibility is not a weakness in strategic planning—it’s a necessity for long-term success.

Ultimately, strategic multiyear planning is a powerful tool for institutional coherence, innovation, and impact, but only if it is thoughtfully designed and faithfully implemented. By establishing SMARTE goals, defining measurable objectives, and creating a transparent evaluation process, educational leaders can develop a plan that serves as both a roadmap and a living document.

In a time of rapid change, strategic planning must be both rigorous and responsive, and the most successful leaders will be those who can achieve that balance.

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Steve Baule served as a technology director, high school principal, and superintendent for 20+ years in K-12 education. He is currently the director of Winona State University’s online educational doctorate program in Minnesota.