top of page

📉 Strategy Is Dead. Long Live Strategic Improvisation.

  • Writer: Micah Margolis
    Micah Margolis
  • Mar 31
  • 2 min read

Let’s face it: most business strategies age like milk.


The five-year plan? Irrelevant in year two.

The competitor analysis? Obsolete by the next funding round.


The SWOT? Cute, but ChatGPT just rewrote your industry while you were on slide 14.


Here’s the uncomfortable truth:

Strategy documents don’t win. Strategic improvisers do.


🎭 The Rise of Strategic Improv

We were taught to believe strategy is a blueprint—research, plan, execute. But in today’s market, where AI, geopolitics, and consumer sentiment shift weekly, static strategy is like bringing a printed MapQuest route to a Formula 1 race.


Instead, the companies pulling ahead are practicing strategic improvisation—less conductor, more jazz band.


They:

  • Build optionality into every decision

  • Keep one foot on execution, one foot on listening

  • Assume they’re 20% wrong and adjust in real time


🔍 Research Says You're Probably Over-Planning

A study in the Journal of Management Information and Decision Sciences found that "Strategic Flexibility" had the greatest influence on Organizational Development among all the measured components of strategic improvisation.


Specifically, strategic flexibility most strongly impacted organizational development metrics like:

  • Speed of decision-making

  • Efficiency of communication and information flow

  • Ability to mobilize and align resources quickly


So in plain terms:

Being flexible in strategic decisions had the biggest measurable impact on how quickly and effectively organizations adapt and grow. Why? Because feedback cycles are faster, risk is distributed, and teams stay engaged—not buried under a 200-slide deck from last spring.

💡 Strategy Today Is More Like a Group Chat

  • Cross-functional

  • Messy

  • Real-time

  • Occasionally on fire


And that’s okay. Because the winners aren’t the ones with the cleanest strategy document.


They’re the ones who:

  • Respond faster than the competition

  • Course-correct with confidence

  • Know when to ditch the plan and follow the signal


🛠️ So What Do You Actually Do?

  1. Shorten your planning horizon. Think 90 days, not five years.

  2. Measure signals, not just outputs. What are customers actually doing?

  3. Empower decision-making at the edges. Strategy should be a shared muscle, not a top-down memo.

  4. Treat strategy as a process, not an event. The meeting is never over.


Bottom line:

In a world of chaos, agility beats certainty.

And strategy? It's not dead—it’s just live-streaming now.


Join the convo:

What’s one strategy that looked great on paper but flopped fast? What helped you pivot faster the next time? Drop a comment below 👇

 
 
 
bottom of page