Strategic Sparring
A space to think, decide and move
An ongoing thinking partnership for moments where clarity matters more than speed.
What this actually is
Strategic sparring is a structured, honest conversation format for thinking through complex questions in a grounded, practical way.
No slides. No frameworks. No forced models.
Just space, sharp questions, and a trusted partner who helps you strip away noise so the real question — and the real next step — becomes obvious.
Who this is for
Strategic sparring is for founders and leaders who already carry responsibility, and need a space to think clearly — without performance or pressure.
Building and leading something complex
When you're building something and need to make sense of competing priorities, hard choices and limited time.
Navigating increasing complexity
When decisions are piling up, complexity increases, or you feel pulled in ten directions.
Navigating high-stakes moments
When a decision, conflict, opportunity or change requires clear thinking and honest reflection.
How sessions work
Each session creates space for sharper perspective, honest dialogue and practical movement.
Sparring sessions often happen between or after concrete work — to reflect, adjust and decide what matters next.
Conversations
90 minute sessions
Digital or in person
Focused, honest and grounded
Direction
Clarify decisions that matter
Strip away assumptions
Get to what matters
Rhythm
A steady rhythm for clarity
Clear next steps
Follow-up optional
What brings people into strategic sparring
Decision pressure
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Difficult decisions
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Strategic uncertainty
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Growth questions
People & partnership
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Co-founder challenges
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Leadership dilemmas
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"I need someone outside my bubble to think with"
Overwhelm & complexity
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Too many priorities
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Restructuring or change
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"Something is stuck"