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20 Ways to Prove You’re a Strategic Thinker

  • Writer: Anna Conrad
    Anna Conrad
  • May 5
  • 4 min read

Updated: May 8




As an executive coach, I often hear leaders lament that being told to “think more strategically” feels like a vague directive, one that’s as frustrating as it is common.


There are many definitions of what it means to be a strategic thinker. A primary indicator is that strategic thinkers don’t just react to circumstances- they anticipate, shape, and elevate outcomes. They don’t just complete tasks.


Here’s how you can make your strategic acumen visible, actionable, and inspiring to those around you.


Make Strategy Feel Real: Storytelling and Visualization

Strategic thinking can easily become lost in abstraction, leaving teams disengaged and unclear on direction. Bringing your strategy to life through compelling storytelling and powerful visuals to bridge the gap between vision and action. Plus, we remember stories far better than isolated facts. According to Stanford research, stories are 22 times more memorable than facts alone. Transform abstract strategic concepts into vivid narratives or visual representations. Whether you're introducing a new initiative or aligning teams around a vision, a relatable story or a clear visual can illuminate how everyday tasks drive broader organizational goals.


Immediate Actions

  • Develop a “strategy story” that links your team’s daily work to the organization’s broader ambitions.

  • Use visual models like journey maps or infographics to illustrate how individual contributions fit into the bigger picture.

  • Host quarterly “strategy showcases” where teams present how their work advances strategic priorities.

  • Craft a short narrative illustrating your strategic initiative’s future impact. Share it in your next presentation or team meeting to foster engagement and clarity.



Anchor Your Approach in Recognizable Frameworks

Frameworks like OKRs (Objectives and Key Results) and KPIs (Key Performance Indicators) provide a common language. By grounding your approach in familiar, transparent structures, you bridge diverse perspectives, ensuring that everyone, from the C-suite to the front line, understands how their actions drive organizational success.


Immediate Actions:

  • Implement a strategic framework such as OKRs to set, track, and communicate goals.

  • Regularly review KPIs with your team, linking each metric to strategic objectives.

  • Use tools like SWOT analysis to evaluate initiatives and facilitate transparent decision-making.



Foster Strategic "Sensemaking" Conversations

Strategic leaders don’t just set direction—they help others see how their work matters. Sensemaking—helping teams understand their role within the bigger picture—is critical. A LinkedIn survey revealed that 76% of professionals feel more motivated and committed when they understand the connection between their daily work and company strategy. This “sensemaking” process transforms strategy from a distant ideal into a daily practice.


Immediate Actions:

  • Begin meetings by revisiting the “why” behind key initiatives.

  • Encourage teams to ask, “How does this project support our long-term objectives?”

  • Organize cross-functional workshops to surface connections between departments.

  • Facilitate discussions where teams explicitly link their tasks to strategic outcomes, encouraging reflective questions such as, "How does our project today shape our success tomorrow?”

  • Dedicate part of your next team meeting to actively discussing how current projects tie directly into your strategic objectives.



Integrate Strategic Reflection into Your Daily Routine

Strategy isn’t just an annual retreat or quarterly review—it's a daily discipline. Yet, strategy often slips quietly off the radar in the rush of immediate demands. Leaders who deliberately incorporate reflection about strategic impact regularly outperform peers who don’t, according to research published in MIT Sloan Management Review.


Build brief moments into your daily or weekly routines to ask yourself, "How is today’s work preparing us for future success?”


Immediate Actions

  • Set aside 15 minutes each week to review how your actions align with strategic goals.

  • Use a journal or digital tool to capture insights, lessons learned, and emerging trends.

  • Encourage your team to participate in monthly “strategy retrospectives” to assess progress and recalibrate as needed.

  • Set a daily reminder to pause briefly and assess how your day's work advances strategic priorities.



Ask Strategic Questions: Curiosity as a Catalyst

Strategic thinkers are relentless questioners. They probe beneath the surface, challenge assumptions, and seek alternative perspectives. This habit sharpens your thinking and signals to others that you are operating at a higher level.


Immediate Actions:

  • Pose questions such as, “What are the biggest risks to our plan?” or “Where is our next wave of growth likely to come from?”

  • Play devil’s advocate in meetings to stress-test ideas and uncover blind spots.

  • Invite feedback from diverse stakeholders to broaden your strategic lens.


Claim Your Space as a Strategic Leader

Strategic thinking is not a hidden talent- it’s a visible, dynamic practice that shapes perceptions and outcomes. By making strategy real, leveraging frameworks, fostering sensemaking, building reflection into your routine, and asking powerful questions, you don’t just manage your team-you mobilize them. You don’t just achieve goals- you architect the future.


Your Immediate Challenge

Choose one of these strategies and implement it this week. Notice the impact, not just on your results but also on how others perceive your leadership. When you lead strategically, you don’t just complete tasks—you create a legacy of excellence.


For personalized coaching on elevating your strategic impact, let’s connect and turn your insight into organizational advantage.

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