Strategic CEO

Strategic CEO

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Are you creating a seat at the table for your best customers
Strategic leaders don’t just serve customers—they learn from them.
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Do you have a revenue engine worth scaling?
Even great teams can't compensate for a fragile engine. Design matters.
What are you missing while you're firefighting?
Even necessary fires can burn away strategic clarity.
Are you just better—or are you the only option that makes sense?
Don’t start with what you want to sell. Start with what they can’t afford to ignore.
Are you mistaking market familiarity for fit?
The best market for your offerings may no longer be the one you know best.
Are you rewarding hustle over thoughtfulness?
Hustle without clarity is a leadership liability.
Are you chasing the idea squirrel?
Your strategy deserves more than a dopamine hit.
Would your strategic strengths endure after you stepped away?
Leadership isn’t about being needed. It’s about being outgrown.
Who are your most valuable customers?
Strategic leaders are on a constant quest to know why their customers buy.
Is continuous improvement blinding you to deeper issues?
Continuous improvement won’t save you from strategic irrelevance.
What's driving your networking strategy?
Your network expands when your agenda shrinks.
 • 
Leary Gates
Are you locked in the orbit of your story?
The story you tell yourself may keep your business from reaching a higher orbit.
 • 
Leary Gates
Strategic CEO
Strategic CEO
Move from reactionary to strategic by reflecting on a strategic question delivered to your inbox every Sunday. Expressly for business leaders with $1M-100M in revenues who want to think more intentionally about the future of their business.
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