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Leadership10 min readDecember 10, 2025

Why Most School Strategic Plans Fail (And What to Do Instead)

That strategic plan sitting in your Google Drive isn't failing because it's bad. It's failing because it was designed to impress, not to drive decisions.

Every school I've worked with has a strategic plan.

Almost none of them use it.

The plan gets created during a retreat or a consultancy engagement. It gets presented to the board with nice slides. It gets posted on the website. And then it sits in a folder, untouched, until the next accreditation cycle forces everyone to pretend they've been following it.

I've been guilty of this myself. I've created beautiful strategic plans that went nowhere.

But I've also built plans that actually drove daily decisions. The difference isn't quality of thinking — it's architecture.

Here's what I've learned about why strategic plans fail, and how to build ones that don't.

Why Strategic Plans Fail

Reason 1: They're designed for the wrong audience

Most strategic plans are written to impress boards and accreditors. They use aspirational language. They cover every possible priority. They're comprehensive.

That's exactly the problem.

A document designed to impress is not a document designed to guide decisions. Impressive documents are broad. Useful documents are narrow.

When your strategic plan has 7 pillars, 23 goals, and 89 action items, it's not a plan. It's a wish list.

I wrote about this same trap in Your Notion Setup Failed Because You Built a Cathedral, Not a Kitchen. The principle is the same: systems designed for admiration fail; systems designed for use succeed.

Reason 2: They don't connect to daily work

Strategic plans live in the world of "initiatives" and "goals." Daily work lives in the world of "what am I doing this Tuesday?"

Most plans fail to bridge that gap.

Teachers and staff look at the strategic plan and don't see their work in it. The language is too abstract. The connection to what they actually do is unclear. So they ignore it and focus on what's in front of them.

Reason 3: There's no tracking system

A plan without a tracking system is just a document.

I've seen schools with ambitious strategic plans and no mechanism for knowing whether they're making progress. They review the plan once a year, realize they haven't done half of what they planned, and then either feel bad or rationalize why priorities changed.

That's not strategic planning. That's strategic hoping.

Reason 4: They're built for a static world

Most strategic plans assume a stable future. "In five years, we will..."

But schools don't operate in stable environments. Enrollment shifts. Staff turns over. Boards change. Pandemics happen. Budgets tighten.

A plan that can't adapt isn't useful. It's a monument to what you thought would happen.

Reason 5: Nobody owns it

"We all own the strategic plan" means nobody owns it.

If every goal doesn't have a specific person responsible for it — not a committee, a person — then it's orphaned. Orphaned goals die.

What Works Instead

After building strategic plans that failed and strategic plans that succeeded, here's what I do differently now.

1. One page, not fifty

Your strategic plan should fit on one page.

I'm serious. One page.

That page should contain:

  • Mission (why you exist) — 1 sentence
  • Vision (where you're going) — 1 sentence
  • 3-5 strategic priorities — not 7, not 10, 3-5
  • For each priority: one measurable outcome for this year

That's it. Everything else is implementation detail, not strategy.

If you can't fit your strategy on one page, you don't have a strategy. You have a list of things you'd like to do.

2. Connect it to a 90-day rhythm

Annual plans fail because a year is too long. Priorities change. Momentum fades. Accountability disappears.

Instead, work in 90-day cycles.

Each quarter:

  • Review the strategic priorities
  • Set 2-3 rocks (major outcomes) for each priority
  • Assign an owner for each rock
  • Meet weekly to track progress
  • At quarter end: review what got done, adjust for next quarter

This creates urgency without panic. It allows adaptation without abandoning direction.

3. Build a strategy tracker

Your strategic plan needs a living tracking system. Not a document you check once a year — a system you check weekly.

I use a simple spreadsheet:

| Priority | Rock (This Quarter) | Owner | Status | Notes | |----------|---------------------|-------|--------|-------| | Academic Excellence | Launch new literacy program | Principal | On Track | Pilot in 3 classrooms | | Community Engagement | Parent survey response > 60% | Comms | At Risk | Currently at 45% |

Every Monday, the leadership team reviews this tracker. What's on track? What's at risk? What help is needed?

This takes 15 minutes and keeps the strategy alive.

4. Kill the jargon

Strategic plans are full of words like "cultivate," "foster," "leverage," "optimize," and "transform."

These words mean nothing. They're placeholders for actual thought.

Compare:

  • "Foster a culture of academic excellence" (what does this mean?)
  • "Increase average IB scores by 2 points over two years" (this is measurable)

If you can't explain a goal in plain language that a new teacher would understand, it's not a goal. It's a vibe.

5. Make tradeoffs explicit

A strategy that includes everything is not a strategy.

Real strategy requires saying no. It requires deciding what you won't do so you can focus on what you will do.

In your strategic plan, include a "not now" section. What are you explicitly deprioritizing? What good ideas are you setting aside because you can't do everything?

This prevents scope creep and gives your team permission to say no to distractions.

6. Assign owners, not committees

Every strategic priority needs a single owner. One person whose job is to make it happen.

Not a committee. Not a working group. One person.

That person can form committees and delegate work. But there's one throat to choke, one person who wakes up thinking about that priority.

If a priority doesn't have an owner, it doesn't have a chance.

The Architecture That Works

Here's the structure I use now:

Level 1: Strategic One-Pager (reviewed annually)

  • Mission, vision, values
  • 3-5 strategic priorities
  • 3-year outcomes for each

Level 2: Annual Plan (reviewed quarterly)

  • 1-year outcomes for each priority
  • Major initiatives to achieve them
  • Owner for each initiative

Level 3: Quarterly Rocks (reviewed weekly)

  • 2-3 major outcomes per priority for this quarter
  • Owner and deadline for each
  • Status tracking

Level 4: Weekly Review (15 minutes every Monday)

  • Are we on track?
  • What's blocked?
  • What do we need to adjust?

This creates a clear line from big-picture strategy to daily execution. Everyone can see how their work connects to the priorities.

A Real Example

When I built the strategic plan for my school, we had the usual pressure to include everything: academics, well-being, community, facilities, technology, professional development, sustainability...

We resisted.

Our strategic one-pager had three priorities:

  1. Academic Excellence — specifically, IB authorization and above-average assessment results
  2. Community Trust — specifically, reversing enrollment decline and improving parent satisfaction
  3. Operational Sustainability — specifically, financial stability and staff retention

That's it. Three things.

Everything we did mapped to one of those three. When a new idea came up, we asked: "Which priority does this serve?" If the answer was "none of them," we said no — or saved it for later.

Did we ignore other important things? Yes. We deprioritized facilities improvements, new program development, and technology upgrades. Not because they didn't matter, but because we couldn't do everything well.

The result: in two years, we got IB authorization, reversed the enrollment decline, and stabilized the budget. We succeeded because we focused.

The Mindset Shift

Here's the uncomfortable truth: most strategic plans fail because they're designed to make everyone feel included, not to drive results.

Including every stakeholder's priority feels democratic. Covering every possible goal feels thorough. Using aspirational language feels inspiring.

But feeling good about the plan isn't the point. The point is changing reality.

A useful strategic plan is narrow, specific, tracked, and owned. It says no to most things so it can say yes to a few things. It's not a document you're proud of — it's a document you use.


If your strategic plan is sitting in a folder unused, you're not alone. Most schools are in the same situation.

If you want help building a plan that actually drives decisions — one page, clear priorities, real tracking — let's talk. This is exactly the kind of operational foundation I help school leaders build.

Want help building systems like this?

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