The Samhain Planning Questions
🍂 October planning beats January planning. Plan through truth, not exhaustion.
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🍂 When the veil is thin, truths become visible. Use them before December's amnesia sets in.
January planning is exhaustion dressed in optimism. October gives you something different.
Samhain - the Celtic new year - arrives when harvest is complete but winter hasn't yet descended. It's when the veil between worlds grows thin. Truths become visible that normal business rhythms obscure.
🎯 These questions reveal:
The failures you've been explaining away. The partnerships sustained only by momentum. The strategies everyone knows aren't working but no one dares name.
⚡ Perfect for leaders who:
- → Are tired of January planning that never sticks
- → Know something needs to die but can't name it
- → Want planning based on truth, not hope
- → Need clarity before December's chaos descends
🍂 The Strategic Questions Framework:
Five sets of questions designed for October clarity - when defences drop and truth becomes unavoidable.
The Death List Questions
What needs to end? The hardest question in strategic planning, which is precisely why most organisations avoid it entirely.
- What strategy has been failing for 2+ years?
- What process does everyone work around?
- What meeting produces only more meetings?
The Ancestor Questions
What would your founders recognise? Their ghost knows things you've forgotten.
- Would they recognise your current structure?
- How long do decisions take now versus then?
- What would horrify them most?
The Veil Questions
When the veil thins, defences drop. What remains is truth you've been too frightened to face.
- What are we pretending not to know?
- What decision terrifies us?
- What would courage look like?
The Shadow Questions
Every organisation casts shadows. In those shadows, dysfunction thrives.
- What thrives in our blind spots?
- Where does fear make decisions?
- What are we doing only from fear?
The Commitment Questions
The veil thins not so you can see clearly and do nothing. It thins so you can act.
- What dies by October 31st?
- What begins November 1st?
- What truth gets named?
By October 31st, You'll Have:
Thing That Dies
Named specifically. Ended completely. No more zombie initiatives draining resources.
Thing That Begins
Started November 1st. Not planned. Not considered. Actually begun.
Truth Named
Moved from corridor conversation to boardroom reality. Truth named loses its power.
The veil reveals what meetings hide.
Get my planning questionsThe October Advantage
Why October Planning Works
You can still see what happened this year without the defensive amnesia that sets in by December. You're not yet exhausted by year-end chaos. The false optimism of January hasn't arrived. This is the moment of maximum clarity - when you can see both what was and what could be. Use it before the veil thickens again.
Ready for planning that actually works?
Get your Samhain Planning Questions and discover what the veil reveals.
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