fREEDOM DOESN'T HAPPEN
AT YOUR DESK
IT HAPPENS OUT HERE
A 5-Day Men's Retreat to Refocus,
Recharge, and Lead with Clarity
You’re already strong but strength needs space.
Step away from the noise and into the company of other
high-performing men who get it. Rediscover clarity, connection, and the vision
for how you want to finish the year and lead into what’s next.
October 21-25, 2025 | The Black Hills of South Dakota
✅ RECLAIM YOUR TIME
✅ RESET YOUR CLARITY
✅ REVIVE YOUR FIRE
EXPERIENCE TRUE PERMISSION TO UNPLUG
You’ve built the business. You’re carrying the weight. And most days, there’s no room to catch your breath.
Your calendar is maxed. The pressure is real. And despite the success, something still feels… off.
Disconnected. Stretched thin. Like your freedom got lost along the way.
This isn’t about blowing everything up.
It’s about stepping away just long enough to come back to yourself and what truly matters.
This retreat gives you the space to breathe, reflect, and reset.
You’ll hike rugged trails, get out of your comfort zone, sit fireside with other men who get it and reconnect with your vision from a place of strength and stillness.
Not because you’re broken.
Because you’re ready to lead from a deeper place.
READY TO BREAK FREE FROM BUSINESS AS USUAL?
RECLAIM YOUR TIME
You give to everyone—your team, your clients, your family.
This time, it’s for you.
Step away from the noise of obligations and step into silence, space, and sovereignty. Without meetings, messages, or distractions, you’ll finally hear your own voice again. With intention and structure to guide your reflection, you’ll return clear, grounded, and ready to lead from a place of power—not pressure.
REDISCOVER YOUR VISION
When did business stop feeling like freedom?
Out in nature, everything shifts. You’ll leave the grind behind and reconnect with the man who had a bold vision in the first place. Through strategic solo work and thoughtful prompts, you’ll strip away the noise and find your focus again, returning home with renewed purpose and a roadmap to execute it.
LEAD WITH STRENGTH
Leadership can be lonely, but it doesn’t have to be.
This retreat honors your need for solitude while also offering real connection. In optional nightly circles with other growth-minded men, you’ll share breakthroughs, gain perspective, and experience the power of brotherhood. You’ll leave recharged, recalibrated, and ready to lead with strength, clarity, and calm.
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 RETREAT ITINERARY
Five Days. Zero Bullsh*t. Just You, the Wild, and What Matters.
This isn’t a packed schedule of to-dos. It’s a purposeful journey that blends inner clarity with outdoor challenge—so you return not just rested, but reconnected.
DAY 1
ARRIVE & UNPLUG
Fly in, drop the baggage (literal and otherwise), and get grounded. That evening, we’ll gather as a group to set clear intentions for the days ahead. It’s time to stop spinning your wheels and start getting real about what you want next.
DAY 2
HIKE INTO CLARITY
Start with powerful morning coaching designed to cut through the noise. Then it’s boots on the ground—literally. We’ll hit the trails in the Black Hills, using nature and movement to shake loose the mental clutter. Around the fire that night, we’ll dive deeper into what’s coming up—because clarity doesn’t come from comfort.
DAY 3
AIM WITH PURPOSE
After a morning strategy session to simplify your business and refocus your energy, we’ll head out for adventure. Think driving through the wilderness followed by seeing the sights at Crazy Horse & Mt. Rushmore. That night? Integration and real talk by the campfire.
DAY 4
SPACE TO THINK
You’ll have solo time to wander, rest, or reflect—whatever you need. Then we’ll map out what’s next: What are you building? What are you done tolerating? How do you lead with strength instead of stress? We’ll end the day under the stars, because stillness speaks louder than your inbox ever has.
DAY 5
CLOSE THE LOOP
You’ll leave with more than ideas—you’ll leave with clarity, conviction, and a clear path forward. Heartfelt goodbyes in the morning and then wheels up...but this time, you’re not going home the same.
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 21-25, 2025 | $1,897 includes:
Every coaching session, adventure, meal, and night’s rest—so you can unplug fully and focus on what matters: you.
"It's been months since the retreat and I'm still processing it. My business felt so stagnate before I went, and now things are happening faster than I ever imagined possible."
Ken H.
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).
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 Tuesday, October 21st; please plan your travel accordingly to arrive no later than 5 pm.
Departure is the morning of Saturday, October 25th.
Positive attitudes only — this is a drama-free zone
Alcohol is permitted in moderation, but please drink responsibly
We have limited VIP days available with Jennifer Dawn before the retreat begins. More info HERE.
PROOF THAT STEPPING AWAY MOVES YOU FORWARD
HEAR HOW A FEW POWERFUL DAYS OFF THE GRID CREATED LASTING BREAKTHROUGHS FOR REAL BUSINESS OWNERS
Kevin
"Jenn and the team have this super efficient way of helping me think in a way I had not done before. If you are thinking about it, get off the fence."
Paul
"Jennifer and her team helped me discover a new direction for my business that has resulted in a 41% increase in sales. She is supportive and encouraging, yet holds you accountable for the goals that you set."
Doug
"I've been seeking like-minded people and this retreat has connected me to people I never thought I would be connected with."
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?
