— July 31 — August 5, 2026 —
— July 31 — August 5, 2026 —
Tracking Your Wilderness
Tracking Your Wilderness
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
Headwaters Outdoor School
Mount Shasta, CA
5 Nights · 4 Full Days
— July 31 — August 5, 2026 —
Tracking Your Wilderness
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
Headwaters Outdoor School
Mount Shasta, CA
5 Nights · 4 Full Days
— The Premise —
— The Premise —
Through immersive workshops and skill-building practices that awaken both soul and senses, you'll uncover the patterns that shape how you move through the world.
Learn to take each step from your center. Tune into your instinct. Practice leading yourself and others with clarity and integrity.
Through immersive workshops and skill-building practices that awaken both soul and senses, you'll uncover the patterns that shape how you move through the world.
Learn to take each step from your center. Tune into your instinct. Practice leading yourself and others with clarity and integrity.
Through immersive workshops and skill-building practices that awaken both soul and senses, you'll uncover the patterns that shape how you move through the world.
Learn to take each step from your center. Tune into your instinct. Practice leading yourself and others with clarity and integrity.
— Four Daily Pillars —
— Four Daily Pillars —
What You'll Experience
What You'll Experience
What You'll Experience
❋
Wilderness & Survival Skills
Rewilding education, animal tracking, vision quest, camouflage, and other land-based skills offered throughout the week.
❋
Wilderness & Survival Skills
Rewilding education, animal tracking, vision quest, camouflage, and other land-based skills offered throughout the week.
❋
Practice
Daily movement and embodiment practices. Participant-led workshops that shape the rhythm of each day.
❋
Practice
Daily movement and embodiment practices. Participant-led workshops that shape the rhythm of each day.
❋
Practice
Daily movement and embodiment practices. Participant-led workshops that shape the rhythm of each day.
❋
Nourishment
Three healthy, organic meals per day. Rest, journal, read, or explore the land. Space to integrate, not just consume.
❋
Nourishment
Three healthy, organic meals per day. Rest, journal, read, or explore the land. Space to integrate, not just consume.
❋
Expert Facilitation
Topics may include: integrity in relationship, breathwork, trusting more & controlling less, leading from your core, facing your shadow, and more.
❋
Expert Facilitation
Topics may include: integrity in relationship, breathwork, trusting more & controlling less, leading from your core, facing your shadow, and more.
❋
Expert Facilitation
Topics may include: integrity in relationship, breathwork, trusting more & controlling less, leading from your core, facing your shadow, and more.
What happens in the wilderness changes you. It brings you closer to yourself, to those you love, and to the deeper purpose you carry. And when we do this work in community, something powerful takes root: those who witness us become our brothers.
What happens in the wilderness changes you. It brings you closer to yourself, to those you love, and to the deeper purpose you carry. And when we do this work in community, something powerful takes root: those who witness us become our brothers.
What happens in the wilderness changes you. It brings you closer to yourself, to those you love, and to the deeper purpose you carry. And when we do this work in community, something powerful takes root: those who witness us become our brothers.
— The Details —
— The Details —
2026 Roadmap
2026 Roadmap
2026 Roadmap
— Dates —
— Dates —
July 31 — August 5
July 31 — August 5
July 31 — August 5
Rewilding education, animal tracking, vision quest, camouflage, and other land-based skills offered throughout the week.
— Pricing —
— Pricing —
$2,250
$2,250
Payment plans available at check-out.
Limited scholarships available upon request. Don't let finances be the reason you don't reach out — we're here to work with you.
— Location —
— Location —
Headwaters Outdoor School
Headwaters Outdoor School
Headwaters Outdoor School
Nestled at the base of majestic Mt. Shasta. 144 acres of meadows, forest, and flowing waters, bordering the Shasta-Trinity National Forest.
— What's Included —
— What's Included —
✦
Lodging (wooden teepee or outdoor camping)
✦
Three healthy, organic meals per day
✦
All guided experiences, teachings, ceremonies, and materials
— What's NOT Included —
— What's NOT Included —
✦
Travel to and from Headwaters Outdoor School
✦
Tips for Headwaters Staff
— Accommodations —
— Accommodations —
Rustic Teepees or Camping
Rustic Teepees or Camping
Stay in rustic wooden teepees or sleep under the stars on the land. Three wholesome organic meals per day, prepared with care and intention.
— Experiences Included —
— Experiences Included —
✦
Wilderness and survival skills training
✦
Animal tracking practices
✦
Traditional sweat lodge ceremony
✦
Daily time in nature focused on presence, relationship, and embodiment
— Transportation —
— Transportation —
✦
Possible shuttle option available from a nearby airport (details upon registration)
✦
If flying cross-country, consider landing in Medford, Oregon or Redding, California (1.5 hour drive)
— Group Size —
— Group Size —
Intentionally Small
Intentionally Small
We keep the cohort small enough that every man can be seen, heard, and held — and large enough that real brotherhood can form.
— Day One —
— Day One —
July 31 · Arriving
July 31 · Arriving
Afternoon arrivals to Mount Shasta, CA (4–6 PM)
Settling in
Opening circle late evening
— Days Two — Five —
— Days Two — Five —
Aug 1–4 · Daily Practices
Aug 1–4 · Daily Practices
Breakfast, lunch, dinner
Land adventure activity
Movement
Rewilding education
Participant-led workshops
— Day Six —
— Day Six —
Aug 5 · Departing
Aug 5 · Departing
Morning departures
— Daily Rhythm —
— Daily Rhythm —
Sample Schedule
Sample Schedule
Sample Schedule
Final schedule will be confirmed closer to the event date.
Final schedule will be confirmed closer to the event date.
Final schedule will be confirmed closer to the event date.
Optional Movement or Sitting Meditation
7:00 – 7:30 AM
Breakfast
8:00 – 9:00 AM
Morning Workshop
9:00 – 11:30 AM
Lunch
12:00 – 1:00 PM
Free Time
1:00 – 2:30 PM
Afternoon Workshop
2:30 – 5:30 PM
Dinner
5:30 – 6:30 PM
Evening Circle
7:00 – 8:00 PM
— The Investment —
— The Investment —
$2,250
$2,250
$2,250
Final schedule will be confirmed closer to the event date.
Final schedule will be confirmed closer to the event date.
Final schedule will be confirmed closer to the event date.
— From The 2025 Cohort —
— From The 2025 Cohort —
Testimonials
Testimonials
Testimonials
"Powerful Reset"
"This retreat was a powerful reset that left me feeling energized, refreshed, and inspired. The Headwaters Outdoor School is a magical forest at the base of Mt. Shasta, and I felt deeply connected to the water, the trees, and living creatures that engulfed my surroundings. I enjoyed the various activities that both broadened my outdoor wilderness skills and sharpened my philosophies on being a man. It was comforting to be around a group of men that shared a willingness to be open to anything and everything, as well as the ability to listen and be heard."
Rich C.
· 2025 ATTENDEE
"Powerful Reset"
"This retreat was a powerful reset that left me feeling energized, refreshed, and inspired. The Headwaters Outdoor School is a magical forest at the base of Mt. Shasta, and I felt deeply connected to the water, the trees, and living creatures that engulfed my surroundings. I enjoyed the various activities that both broadened my outdoor wilderness skills and sharpened my philosophies on being a man. It was comforting to be around a group of men that shared a willingness to be open to anything and everything, as well as the ability to listen and be heard."
Rich C.
· 2025 ATTENDEE
"Life Changing"
"The setting was incredible, unique, and magical in itself. What jumps out the most about the experience is the sense of connection. Everyone brought it — full send. The example set by our leaders, who were both full participants & guides, really set the tone. They fostered an environment where all had the courage to be vulnerable, to trust, and to authentically share. The result was dramatic, I suspect life changing for most everyone."
Chris C.
· 2025 ATTENDEE
"Life Changing"
"The setting was incredible, unique, and magical in itself. What jumps out the most about the experience is the sense of connection. Everyone brought it — full send. The example set by our leaders, who were both full participants & guides, really set the tone. They fostered an environment where all had the courage to be vulnerable, to trust, and to authentically share. The result was dramatic, I suspect life changing for most everyone."
Chris C.
· 2025 ATTENDEE
"Perfect Balance"
"The reflection and retreat exercises were great… and a perfect balance to the wilderness skills that Headwaters was teaching."
Rich C.
· 2025 ATTENDEE
"Perfect Balance"
"The reflection and retreat exercises were great… and a perfect balance to the wilderness skills that Headwaters was teaching."
Rich C.
· 2025 ATTENDEE
"Connection to Nature"
"15 guys climbing high into a 125-foot Douglas Fir tree at the same time was a combination of a meaningful group activity, a strong connection to nature & a return to the wonders of childhood."
Chris C.
· 2025 ATTENDEE
"Connection to Nature"
"15 guys climbing high into a 125-foot Douglas Fir tree at the same time was a combination of a meaningful group activity, a strong connection to nature & a return to the wonders of childhood."
Chris C.
· 2025 ATTENDEE
— The Location —
The Land
The Land
Headwaters Outdoor School · Mount Shasta, CA
Headwaters Outdoor School · Mount Shasta, CA
Headwaters Outdoor School · Mount Shasta, CA
Headwaters is a peaceful sanctuary nestled at the base of the Eddy Mountain Range, offering the natural beauty of a national park without the crowds. Spanning 144 acres of meadows, forest, and flowing waters, it borders the Shasta-Trinity National Forest and is home to abundant wildlife and serene landscapes.
Once inhabited by the Klamath and Shasta tribes and later impacted by logging, ranching, and wildfires, the land is now lovingly restored and carefully managed to balance fire resilience with natural beauty, creating a place of refuge, discovery, and deep connection to nature.
Headwaters is a peaceful sanctuary nestled at the base of the Eddy Mountain Range, offering the natural beauty of a national park without the crowds. Spanning 144 acres of meadows, forest, and flowing waters, it borders the Shasta-Trinity National Forest and is home to abundant wildlife and serene landscapes.
Once inhabited by the Klamath and Shasta tribes and later impacted by logging, ranching, and wildfires, the land is now lovingly restored and carefully managed to balance fire resilience with natural beauty, creating a place of refuge, discovery, and deep connection to nature.
— The Legend —
Founder · Headwaters Outdoor School
Tim Corcoran
Tim Corcoran
Tim Corcoran
Tim's Irish heritage, as taught to him by his uncle and his grandfather, has linked him deeply to Earth peoples' philosophy of life.
He first went to the woods at age six and began communicating with the spirits of animals. He knew then that this was his home. At seventeen, Tim spent four months alone in the Canadian wilderness practicing Earth living skills.
— Your Guides —
— Your Guides —
Meet Your Guides
Meet Your Guides
Meet Your Guides
Each guide brings a different lineage to the work. Together they hold the week.
Each guide brings a different lineage to the work. Together they hold the week.
Each guide brings a different lineage to the work. Together they hold the week.
— Executive Coach · Facilitator —
Kenny Borg
Kenny is an executive coach and menswork facilitator who supports business leaders in navigating life's complex challenges in pursuit of their highest potential. His mission is to guide a new era of leaders in enhancing their capacity, depth, resilience, and authenticity — amplifying their impact on the companies, communities, and families they lead.
Kenny brings 15 years as a startup CEO and 2,000+ hours coaching founders and professionals — from early-stage startups to Fortune 100 companies, including Apple, Google, and Amazon. His coaching integrates vision, strategy, and execution with the deep personal work of aligning mind, body, and spirit so clients are no longer forcing outcomes, but magnetizing them.
— Executive Coach · Facilitator —
Kenny Borg
Kenny is an executive coach and menswork facilitator who supports business leaders in navigating life's complex challenges in pursuit of their highest potential. His mission is to guide a new era of leaders in enhancing their capacity, depth, resilience, and authenticity — amplifying their impact on the companies, communities, and families they lead.
Kenny brings 15 years as a startup CEO and 2,000+ hours coaching founders and professionals — from early-stage startups to Fortune 100 companies, including Apple, Google, and Amazon. His coaching integrates vision, strategy, and execution with the deep personal work of aligning mind, body, and spirit so clients are no longer forcing outcomes, but magnetizing them.
— Therapist · Wilderness Guide —
Nick Sharp
Nick holds a Master's of Clinical Psychology and Counseling, specializing in transpersonal nature-based therapy. As a Gestalt Equine Psychotherapist, Nick integrates therapeutic work with horses to facilitate deep emotional healing. A lifelong outdoorsman and Eagle Scout, he is also a trained wilderness first responder.
Nick leads several men's groups weekly, serves as the primary therapist at a recovery center, and is a frequent public speaker. He has taken hundreds of folks on journeys to explore their inner wildness with the support of the external wilderness. The two, he reminds us, are not that different.
— Therapist · Wilderness Guide —
Nick Sharp
Nick holds a Master's of Clinical Psychology and Counseling, specializing in transpersonal nature-based therapy. As a Gestalt Equine Psychotherapist, Nick integrates therapeutic work with horses to facilitate deep emotional healing. A lifelong outdoorsman and Eagle Scout, he is also a trained wilderness first responder.
Nick leads several men's groups weekly, serves as the primary therapist at a recovery center, and is a frequent public speaker. He has taken hundreds of folks on journeys to explore their inner wildness with the support of the external wilderness. The two, he reminds us, are not that different.
— Therapist · Earth-Based Practitioner —
Jeremy Mason
Jeremy's love for the outdoors, personal growth, and connection to the natural world was nurtured from a young age through family adventures that sparked a lifelong passion. Since then, he has been actively engaged in nature, education, and exploring new ways of relating to the Earth with greater presence and intention.
Currently based in Lafayette, Colorado, Jeremy works as a therapist while continuing to expand his own practices and awareness around the disconnection between where we are now and the path forward toward ecological and spiritual alignment.
— Therapist · Earth-Based Practitioner —
Jeremy Mason
Jeremy's love for the outdoors, personal growth, and connection to the natural world was nurtured from a young age through family adventures that sparked a lifelong passion. Since then, he has been actively engaged in nature, education, and exploring new ways of relating to the Earth with greater presence and intention.
Currently based in Lafayette, Colorado, Jeremy works as a therapist while continuing to expand his own practices and awareness around the disconnection between where we are now and the path forward toward ecological and spiritual alignment.
— July 31 — August 5, 2026 —
— July 31 — August 5, 2026 —
Join The 2026 Journey
Join The 2026 Journey
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
— July 31 — August 5, 2026 —
Join The 2026 Journey
A five-day men's retreat at the base of Mount Shasta. Wilderness skills, daily practice, and the kind of community that takes root when men do this work together.
A six-month rite of passage for men in
transition.
A six-month rite of passage for men in
transition.
A six-month rite of passage for men in
transition.