A WILDLY SUCCESSFUL YOU
STARTS IN THE BLACK HILLS
An immersive 5-day retreat
exclusively for soul-aligned entrepreneurs
to release what no longer serves,
welcome deep clarity,
and reconnect with what truly matters.
October 19-24, 2026 | The Black Hills of South Dakota
✅ RELEASE
✅ RECONNECT
✅ RENEW
✅ REALIGN
THERE COMES A MOMENT WHEN YOU FEEL CALLED TO GROW IN A DEEPER WAY...
...not by doing more, but my making space for yourself.
The Black Hills offer that space.
Out here, surrounded by open sky, quiet trails, and soul-stirring landscapes, you’ll reconnect with the part of you that knows exactly who you are and what comes next.
This retreat isn’t about pushing harder.
It’s about releasing what’s outdated, realigning with your truth, and letting the clarity you’ve been craving finally catch up to you.
You’ll return home grounded, clear, and connected to a vision that feels aligned, energizing, and unmistakably yours.
WHY THIS RETREAT CHANGES EVERYTHING
CLEAR THE NOISE
The Black Hills create the kind of spaciousness you can feel in your whole body. Away from responsibilities, routines, and the constant pull of daily life, you finally have room to breathe.
In this quiet, what’s outdated naturally rises to the surface, old patterns, lingering pressure, expectations that never belonged to you in the first place.
As you release what no longer fits, you make space for clarity, energy, and truth to return.
RECONNECT TO YOUR INNER COMPASS
Nature has a way of bringing you back to yourself.
Through guided coaching circles, intentional reflection, conversations around the fire, and time on the trails, you’ll reconnect with your intuition, your desires, and your deeper wisdom.
You’ll feel supported by both community and the land itself as you find your way back to what feels meaningful, aligned, and true.
RISE WITH CLARITY
Clarity comes when you slow down enough to hear your own voice again.
Each day of this retreat is carefully crafted to help clarity rise naturally through presence, connection, movement, and grounded guidance.
You’ll leave with a renewed sense of direction, an aligned vision for your next chapter, and the calm confidence to move forward with purpose.
REAL LEADERS. NO GURUS. JUST TWO PEOPLE WHO WALK THE WALK
MEET YOUR GUIDES
Jennifer Dawn and her team don’t just teach business freedom—they live it.
With decades of combined experience building companies, leading teams, and navigating the real challenges of growth, they bring both strategy and soul to the table.
This retreat isn’t theory. It’s real-world wisdom, delivered with honesty, humor, and heart.
Douglas Robbins
Douglas made the leap from corporate life to full-time author. He’s penned seven books, from spiritual sci-fi to heart-wrenching short stories, all rooted in themes of growth, grit, and the human experience.
Douglas has attended countless retreats as part of the JDC Team—and knows that true transformation happens when creativity, challenge, and reflection intersect. That insight fuels his role on this retreat: to hold space, ask the right questions, and help you see your next move.
Jennifer Dawn
Jennifer Dawn helps business owners escape the hamster wheel of constant “doing”, unpredictable cash flow, and misaligned teams, empowering them to create thriving businesses they actually love. As a three-time seven-figure business builder (achieved by less than 2% of women entrepreneurs), she's helped over 50,000 business owners rediscover the joy in entrepreneurship while scaling their businesses. She’s the creator of Best Planner Ever, and author of two books, The Joy Guide: Finding Your Joy In A World of Crap, and best-selling The Apple Stand: How To Rekindle The Love for Your Business.
Bill McAuliffe
Bill McAuliffe is a retired law enforcement lieutenant with 22 years of experience and nine years in corporate leadership in a SaaS company.
Drawing on his personal journey overcoming Post Traumatic Stress, anxiety, and depression, he now works as a trauma-informed leadership coach, helping first responders build resilience and strengthen organizational culture.
Bill also serves as a coach and ambassador with 22ZERO, supporting first responders, veterans, and gold star families in trauma recovery.
YOUR 5-DAY JOURNEY INTO ALIGNMENT & CLARITY
This retreat isn’t about a packed schedule, it’s about intentional space for you. Each day blends guided experiences, time in nature, aligned coaching, and meaningful connection, so you return home renewed, centered, and clear.
OCT 19th
ARRIVE & EXHALE
Arrive in the Black Hills, settle into your lodge, breathe deeply, and ease into retreat mode; we’ll gather that evening to open our circle and set intentions for the week ahead.
OCT 22nd
RELEASE & RENEW
Engage in intentional practices that help you let go of what no longer serves, supported by spacious reflection, stillness, and community connection.
OCT 20th
GROUND INTO PRESENCE
Begin with morning coaching, enjoy nourishing meals, and reconnect with yourself through time in nature as you land fully in the rhythm of the retreat.
OCT 23rd
CLARITY & NEXT STEPS
With your energy grounded and your vision clearer, you’ll map your next aligned steps and reconnect to a sense of purpose that feels steady and true.
OCT 21st
EXPLORE & EXPAND
Experience a guided hike or outdoor adventure designed to spark insight and clarity, followed by evening circle time to integrate what’s emerging.
OCT 24th
DEPART WITH ALIGNMENT
Say heartfelt goodbyes and head home Saturday morning feeling lighter, clearer, and deeply aligned with the path ahead.
YOUR VENUE: THE CREEKSIDE LODGE
Nestled among towering pines in the secluded Custer State Park this rustic-meets-refined refuge offers cabins, and private lodgings that feel miles from civilization—even though you’re close to all of the Black Hills’ best trails and sights.
HIGH IMPACT GROWTH. ZERO DISTRATIONS.
YOUR RETREAT INVESTMENT
Oct 19-24, 2026 | $1,897 includes:
Every coaching session, adventure, meal, and night’s rest
so you can unplug fully and focus on what matters: you.
WHAT'S INCLUDED AND WHAT TO PLAN FOR
Your $1,897 retreat registration includes:
All coaching workshops, evening circles, and transformation sessions
Group activities including guided hikes and seeing the sights
Lodging in a shared luxury cabin in the Black Hills (you can upgrade to a private bedroom + bathroom for just $350 extra. We'll invoice you separately).
All meals, snacks, and non-alcoholic beverages
You are responsible for:
Your travel to and from the retreat location in Custer, South Dakota. You'll fly into Rapid City and we can arrange transportation from the airport.
Any personal gear or clothing needed for outdoor activities
Important details to note:
Arrival day is Monday, October 19th. Please plan your travel accordingly to arrive no later than 8 pm.
Departure is the morning of Saturday, October 24th.
Positive attitudes only, this is a drama-free zone
Alcohol is permitted in moderation, but please drink responsibly
PROOF THAT STEPPING AWAY MOVES YOU FORWARD
HEAR HOW A FEW POWERFUL DAYS OFF THE GRID CREATED LASTING BREAKTHROUGHS FOR REAL BUSINESS OWNERS
Lori
Shay
Rebecca
READY TO STEP AWAY...SO YOU CAN COME BACK STRONGER?
Just a few days. Just for you. Everything changes.
Join a powerful group of business leaders for a solo retreat designed to reset your mind, refocus your vision, and reignite your strength.
Your spot is waiting—will you take it?
