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The 90-Day Strategy Loop

The 90-Day Strategy Loop

Updated: Oct 13, 2025

How to Ditch the Annual Plan and Out-Maneuver the Competition?

The 90-Day Strategy Loop

Let’s be honest. How many times have you walked out of an annual strategy offsite feeling a surge of clarity and alignment, only to see that energy dissolve within weeks?

The meticulously crafted PowerPoint deck, full of ambitious goals for the next 12 months, gets saved to a shared drive. By the end of Q1, it’s already out of sync with reality. The market has shifted, a new competitor has emerged, or an unexpected internal challenge has consumed everyone's attention. The "alignment" from the retreat gives way to the familiar silos, and your best people get bogged down in daily fire-fighting instead of driving strategic initiatives.

This isn't a failure of your team or your vision. It's a failure of the process. The traditional, top-down, once-a-year strategy model is a relic from a slower-moving era. In the fast-paced Telecom and IT sectors, an annual plan is like navigating a dynamic sea with a static, year-old map.

Your strategy isn’t broken. Your operating rhythm just needs an upgrade. There's a more agile, powerful way to drive growth: The 90-Day Strategy Loop.

This is not another corporate buzzword. It's a repeatable system, a leadership rhythm, that turns your strategy from a static document into a dynamic engine for growth, keeping your team focused, adaptable, and consistently ahead of the curve.

Here's a deeper look at the five-step framework:


Step 1: Assess - Face Reality Without Bias

The loop begins not with a blank whiteboard, but with a hard, honest look in the mirror. How well do you really know your current battlefield? This phase is about gathering intelligence.

  • Beyond the Boardroom: Go deeper than executive assumptions. Talk to your sales team about the objections they're hearing this week. Listen to customer support calls to understand real user friction. What is your frontline data telling you that isn't showing up in a high-level report?
  • Analyze the Ecosystem: Look at your competitors' latest moves, shifts in technology, and changing customer expectations. What market forces could make your current advantages obsolete?
  • Internal Audit: Review performance against last quarter's goals. Where did you win, and why? Where did you miss, and what were the root causes? This isn’t about blame; it’s about learning.


Step 2: Define - Choose Your Battles Wisely

With a clear picture of your reality, the next step is to create focus. Many strategies fail because they try to be everything to everyone. The goal here is ruthless prioritization.

  • The Power of Three: Instead of a laundry list of 20 goals, identify a maximum of 3 critical priorities for the next 90 days. These are the "big rocks" that will have the most significant impact on your long-term vision.
  • Decide What to Stop: Just as important as deciding what to do is deciding what not to do. This means consciously shelving "good ideas" that don't align with your top 3 priorities. This clarity is liberating for your team, protecting them from "shiny object syndrome."
  • Align the Team: Ensure every single person on your leadership team can articulate these 3 priorities and understands how their department contributes. This is where true alignment is forged.


Step 3: Plan - Resource Your Priorities for Success

An un-resourced priority is just a wish. This phase is about translating your "what" and "why" into a concrete "how."

  • Assign Clear Ownership: Break down each priority into owner-led initiatives. Every key result needs a single name next to it—someone who is empowered and accountable for driving it forward.
  • Allocate Your Best: Don’t just allocate budget; allocate your top talent. Put your best people on your biggest opportunities. Where your A-players spend their time is a clearer indicator of your strategy than any document.
  • Define Milestones & Mitigate Risks: What does success look like at 30, 60, and 90 days? What are the potential roadblocks, and how can you proactively address them? A simple plan that anticipates friction is better than a complex one that assumes a smooth ride.


Step 4: Execute - Drive with Speed and Discipline

This is where the rubber meets the road. A great strategy is worthless without consistent, focused execution.

  • Establish a Rhythm: Implement a weekly or bi-weekly check-in focused solely on the 90-day priorities. This is not a general status update meeting. The only questions are: Are we on track? What obstacles are in the way? How can we help?
  • Eliminate Blockers: The primary role of leadership during execution is to be a "blocker remover." Your job is to clear the path so your teams can move fast and maintain momentum.
  • Communicate Relentlessly: Keep the 3 priorities front and center in all-hands meetings, team huddles, and one-on-ones. Constant communication prevents strategic drift.


Step 5: Measure – Learn, Adapt, and Improve

At the end of the 90-day cycle, you close the loop. This is the crucial step that compounds your learning and makes each subsequent cycle more effective.

  • Review Results, Not Just Activity: Focus on outcomes, not outputs. Did you move the needle on the key metrics you defined? Why or why not? Differentiate between vanity metrics and actionable insights.
  • Celebrate Wins, Analyze Misses: Publicly celebrate successes to build morale and reinforce what's working. Equally important, create a psychologically safe environment to dissect failures without blame. Ask "What can we learn?" not "Who is at fault?"
  • Feed the Next Loop: The insights you gain here are the direct input for your next "Assess" phase. This is what makes the system a true loop, creating a virtuous cycle of continuous improvement.


Stop Planning Annually. Start Winning Quarterly. By shifting from a rigid annual plan to a dynamic 90-day loop, you build an organization that:

  • Adapts Faster: You can pivot in response to market changes in weeks, not years.
  • Stays Focused: Your teams have absolute clarity on what matters right now, boosting engagement and impact.
  • Builds Momentum: Small, consistent wins every quarter compound into massive long-term growth.
  • Learns and Improves Continuously: Your organization becomes a learning machine, getting smarter and more effective with every cycle.

While your competition is still waiting for their January planning session, you could be three loops ahead, executing with a level of focus and agility they can't match.


Ready to Implement Your First Strategy Loop?

This framework is a game-changer, but putting it into practice requires commitment. To help you get started, I share more actionable guides, tools, and case studies with my community of leaders.


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