A card deck of questions
for wherever you’re headed.
Good questions are
trail markers.
They help us notice where we’ve been, understand where we are, and think about where we’re headed.
TrailMarkers is a collection of questions made for the moments when there’s time to stop and pay attention to yourself, to the people around you, and to the path you’re on.
Four families.
One journey.
The deck is organized into four families of questions that move from where you are to where you’re headed.

The Gear
Questions about the things you carry with you: your strengths, habits, experiences, and sense of self.
The Companions
Questions about the people beside you, the relationships that shape you, and how you show up for one another.
The Trail
Questions about the path behind you and beneath your feet: the experiences, choices, and memories that have brought you here.
The Summit
Questions that look ahead to what matters, what you hope for, and where you might go next.
A collection of questions for reflection, conversation, and the road ahead.
Coming Winter 2026-27
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