Think Strategically Without Overanalyzing

Hey Fam,

I’ve got a scenario for you…

You’re in a strategic meeting. Everyone is looking to you for direction or input.

That’s when your brain does its thing - spinning up scenarios, calculating risks, mapping out contingencies...

And suddenly you’re so deep in the chess game of possibilities that you can’t make a move at all.

Sound familiar?

Here’s the truth:

Strategic thinking isn’t about seeing every possible move.

It’s about seeing the right moves at the right time.

As my strategy mentor once told me: “The goal isn’t to predict the future perfectly. It’s to be prepared for the futures that matter.”

But overthinking isn’t just common - it’s contagious. So many of us have been conditioned to believe that more analysis always equals better decisions.

It’s Kind of a Big Deal

Because:

• Analysis paralysis kills momentum

• Perfect predictions are impossible

• Opportunities have expiration dates

• Decision quality peaks before information quality

• Action creates clarity faster than analysis

The good news?

Let me show you my MOVES framework for strategic thinking without overthinking:

M - Map the critical paths
O - Optimize for optionality
V - Validate assumptions quickly
E - Evaluate tradeoffs
S - Set decision triggers

Let’s get it: