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Caroline Casey – Way of the Trickster
Life Can Be a Conspiracy for Your Benefit
What happens when you shift, for example, from thinking the world is out to get you to seeing the world with the eyes of “benign paranoia” — believing the universe is conspiring for your benefit?
Hint: far better things “happen” to you!
New studies shows those who believe themselves lucky are more prone to synchronicity and to fall into fortuitous events.
Conversely, when you tell yourself you’re unable to create something wondrous with your life, your subconscious mind will make it so.
The path of personal transformation requires you clear away the cobwebbed beliefs and assumptions that fill your brain and open to something more magical: thoughts that generate spontaneity, play, and delight.
This not only lifts your spirits, it lifts our culture… and makes for more meaningful relationships.
You become more magnetic for romantic partners, more “co-operative” with allies, and more catalytic for your community.
Your creative joie de vivre makes you a better speaker and a more compelling leader.
When you let go of your “harumphitude,” you emerge as a more delightful human that others want to play with.
Your degree of inner freedom is thus essential for giving your greatest gifts to the world and expressing your authentic Self.
That’s where the medicine of the Trickster comes in handy.
Activating the Trickster in your life is all about freedom from the Reality Police and the rut of old certainties.
Trickster Medicine blesses you with a new capacity to create word magic and new storylines, and use playful unpredictability to bridge divides.
Magic is simply a willingness to collaborate with everything; so you move your emotional default-setting of “status quo” to “Woof-Woof-Wanna-Play?!”
What You’ll Discover in These 7 Weeks
Course sessions are on Tuesdays at 10:00am Pacific.
In this 7-week course, Caroline will guide you through the fundamental insights, skills and capacities you’ll need to access the Trickster for liberation and move into a field of serendipitous synchronicity.
You’ll be guided in becoming unpredictable and bringing in the unexpected to liberate everybody from the choreography of what has been a highly predictable culture.
This course will feature LIVE teachings, interactive training sessions, and experiential practices with Caroline. Each session will build harmoniously upon the previous ones so you’ll develop a complete holistic understanding of the practices, tools, and principles you’ll need to activate Trickster Medicine in yourself and in our world.
Council 1: Becoming Trickster Medicine Storytellers (May 8)

We gather for our 7-week journey, whose path Coyote unfurls before us, in late spring when Persephone has lit her candle and is completing her ascent up from the Underworld — and we with her! We carry the elixirs to heal the world.
We need not be depressed, if we go deep enough to gather our jaunty, spirited woof. Our willingness to be agents of the Trickster Redeemer magnetizes help. There’s no need to journey alone, co-operators are standing by! Some are mythological. Some are ancestral, fictional, historic, or in fairy tales.
All that has ever moved the human heart to goodness and kinship is made available. We begin calling in the Medicine of Earth’s collective wisdom and setting in motion themes that we’ll carry with us throughout our journey.
In our first Trickster council, we’ll:
- Convene our first Coyote Council of Cultural Influence and begin to create a resonant field of reciprocal blessing to support our dream projects, known and unknown
- Consider our lives as spiritual detective novels in which every quirky affinity is a clue to be honored
- Explore the Grail Legend, which begins, “The land is ill, due to the abuse of rank and privilege, and that people are living inauthentic lives.” Trickster Medicine is that which restores us to our authentic selves
- Explore “pragmatic mysticism” to tease from everything we’ve ever loved, studied, done, practical applications to make our own lives tangibly better
- Begin our experiment in creating a syncretized and customized Trickster, who will accompany us throughout our journey
- Invite in Scheherazade, quintessential compassionate Trickster who, through her plucky eloquence, saves not only women and the land, but even the tyrant who has hardened his heart. She holds a Valentine’s bouquet of stories whereby humans can be healed by the earth in order to heal the earth
- Start our practice of diagnosing the “news” — to understand what mythic forces are in play and become savvy agents of influence. The liberating hyphen reveals to us — dia-gnosis! (dia means “everywhere,” gnosis is “wisdom.” So all dia-gnosis is part of healing because it magnetizes the specific wisdom need.)
- Commence re-writing the world by writing witty head-lines that animate the soul — the desirable vision — for America and the world
- Big pertinent assignment: discerning the distinction between the Con Man and the Trickster. The former imprisons, the latter liberates
Council 2: Cultivating Reverent Irreverence & Compassion With Sizzle
Liberating Democracy (May 15)

Everything wants to be liberated from conditioned servitude into a way of life which enhances our vitality and serves the world. Reverent irreverence encourages us to toss everything into the cauldron — every spiritual practice, every strategy, every opinion — with the criterion “Is it equal, Mars and Venus? Humans and our flora fauna kin? Is the Trickster welcome? Can the truth be addressed without fear?” Yes?! We ladle it out. No? We throw it back in for another round of bubbling and brewing.
We’ll let go of repetitive patterns and self-sabotage and learn how to fully co-operate with our fellow humans, not only in our personal sphere but in our culture.
In this council, we’ll:
- Cook everything back to its originating impulse. What did this want to be, before it got hoodwinked? And offer ourselves as creative collaborators to that holy spark
- Welcome Coyote, who hurls lightning at the closed story-loop, opening the circle of constraining habit it into a liberating spiral of wild possibility
- Toss our addiction to having an enemy into the cauldron, along with our desire to punish, and ladle out a desire to liberate and heal!
- Learn how to navigate the Underworld when external support dissolves
- Reclaim the art of blessing, informed by the wisdom of Jupiter
- Gather our medicine stories to bless each person’s project that they undertake
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