5 Mistakes You're Making in Your Strategy Review: ClearPoint Strategy Founders Series

Over the years, I’ve seen a lot of strategy review meetings. Some are efficient, energizing, and impactful. Others? Not so much. They drag on without direction, leave people more confused than aligned, and worst of all—don’t move the strategy forward. The difference often comes down to a handful of habits.

Here are five of the most common mistakes I see in strategy reviews (and how we built ClearPoint Strategy to help organizations fix them).

Not a big reader? Watch the video! How to Run Strategy Review Meetings

Mistake #1: You’re Not Meeting in Person (or Live)

It’s tempting to treat strategy reviews like a document to check off... send out a report, collect a few comments, call it a day.

Strategy is too important for that kind of passive engagement. Real alignment happens through discussion. When you skip the live conversation, you miss nuance, context, and the chance to challenge assumptions. You also lose the opportunity to assign clear next steps.  

ClearPoint Strategy software was invented to support structured, live meetings. You can easily navigate strategic threads, take notes directly in the app, and assign follow-ups or action items in real time. It creates the kind of shared space where strategy can actually be discussed and moved forward—not just observed.

One of the most effective ways to bring that structure to life is by using Kanban boards during your strategy meetings. With a visual layout of objectives, measures, and projects organized by status—like “On Track,” “Off Track,” or “At Risk”—teams can immediately see what needs attention. It turns abstract strategy into something tangible. Instead of scanning rows of data, you're prioritizing action, spotting bottlenecks, and moving items forward.  

With ClearPoint, you can customize your Kanban view to reflect your workflow, making it easier to manage progress, facilitate discussion, and ensure everyone walks away with clarity and accountability.

Mistake #2: You’re Not Reviewing Frequently Enough

Annual reviews might have been fine in a slower world. Today, you need a more dynamic rhythm. If you only revisit your strategy once a year (or even once a quarter), you’re missing opportunities to pivot, prioritize, or address challenges early.

Free eBook: Your Annual Plan Review Guide

The result? Delays, blind spots, and stalled progress.

Software solutions make it easy to maintain a regular cadence of strategy reviews. You can copy prior updates forward, edit them with ease, and use workflows to automate the update process. Report templates make meeting prep simple, and because your team becomes fluent in the process, you’ll spend more time discussing strategy—not struggling with logistics. Plus, our built-in AI can help analyze trends and suggest progress updates, keeping your meetings focused and forward-looking.

How to Build a Quarterly Report in Under 2 Hours

Mistake #3: You’re Not Sharing Information in Advance

You walk into a meeting, and the first 20 minutes are spent catching everyone up on the data. Sound familiar?

When people are surprised by what they see in a meeting, they react rather than contribute. You end up talking about the information instead of making decisions based on it.

With ClearPoint, you can automatically send out briefing books as pre-reads ahead of the meeting. Built-in discussion features integrate with Microsoft Teams and email, so team members can weigh in beforehand and arrive prepared. That means more thoughtful input, better dialogue, and more productive strategy discussions.

Mistake #4: You Don’t Have the Right People in the Room

You’ve probably seen it: an important initiative is discussed, but no one in the room actually owns it. Worse—someone who DOES own it finds out later that decisions were made without them.

Strategy reviews need both visibility and accountability. If the right voices aren’t in the room, you can’t surface risks, answer questions, or make informed choices.  

It starts with a clear agenda. In ClearPoint, you can set meeting agendas ahead of time, so you know exactly what’s being discussed. Since objectives, key performance indicators, and projects all have assigned owners in the platform, you can easily ensure those owners are invited to contribute. That leads to smarter meetings—and fewer follow-up headaches.

Mistake #5: You Don’t Follow Up on What Was Discussed

Great discussions happen… but then, nothing changes.

If no one tracks decisions or action items, you lose momentum. You train your team to treat strategy meetings as talk—not as a place where real decisions get made and implemented.

The ClearPoint platform tracks discussion notes, decisions, and action items directly in the meeting record. At your next review, you can see what’s been completed, what’s still pending, and what needs to be adjusted. It builds accountability into the process and keeps your strategy reviews connected across time.

Strategy Reviews Should Drive Strategy

A strategy review isn’t just a calendar invite—it’s a lever to pull in the successful execution of your plan. When done right, it’s where insights emerge, decisions are made, and teams get aligned.  

That belief is what led us to build ClearPoint in the first place. As former strategy consultants, we saw firsthand how organizations struggled to manage their plans with spreadsheets and slide decks.

Have you outgrown Excel and PowerPoint?

We knew there had to be a better way. We’ve spent years building tools to help organizations make their strategy reviews more than routine.

Today, ClearPoint exists to help teams run smarter, more effective strategy meetings—meetings where data drives discussion, decisions lead to action, and everyone stays aligned. Because when your review process works, your strategy works. And we’re here to make sure it does.

There is a better way! Schedule a free demo of ClearPoint to see.