Running retreats isn’t just a business model – it’s a sacred expression of leadership.
You’re not just organizing flights, meals, and itineraries. You’re holding space for people’s healing, transformation, and breakthroughs. And that level of responsibility requires something deeper than a checklist.
It requires a mindset powerful enough to hold the vision of what you’re creating.
The truth? The success of your retreat doesn’t start on your retreat trip page, in your itinerary, or when you receive your first deposit.
It starts the moment you decide you’re willing to believe in yourself as a well-paid retreat leader.
And yes – every single leader (even the wildly successful ones) battles the same thoughts you have.
The Thoughts Every Retreat Leader Has… But Rarely Admits
Maybe you’ve heard yourself whispering things like:
- “What if no one signs up?”
- “Who am I to lead a retreat?”
- “I’m not good at pricing, promoting or technology.”
- “What if I lose my deposit because I can’t fill it?”
- “What if something goes wrong while we’re away?”
If so, welcome to the club.
These thoughts don’t mean you’re unqualified – they mean you’re a normal person with normal fear-based thoughts.
Fear always pops up when you’re stepping into a bigger version of yourself.
But this is something most people don’t realize:
Confidence doesn’t precede filling your retreat – filling your retreat creates confidence.
You don’t wait until you feel brave.
You do the thing, and bravery grows from the doing.
One simple practice that can shift everything:
When those fears show up, pause and try saying…
“Thank you for sharing. I hear you, but I’m doing this anyway.”
Just because you hear negative thoughts in your head does NOT mean you have to react to them!!
Why Mindset Shapes Your Success More Than Strategy Ever Will
Yes, you need a clear avatar.
Yes, you need strong messaging.
Yes, you need pricing that actually works.
(You know I teach this inside the Retreat Blueprint program!)
But mindset is the fuel behind every strategy.
If you secretly believe…
retreats are hard to fill,
no one wants what you are sharing,
you don’t deserve to charge real money💰, or
you’re “not ready,”
…then even the most strategic strategies can’t help. You’ll end up taking actions based on your fear-based beliefs without realizing it.
Mindset shapes your behaviors.
Your behaviors shape your results.
Imagine two retreat leaders:
💛 Leader A:
She doesn’t fully believe she has anything to share.
She underprices her retreat because she’s scared people will never pay what the retreat is actually worth.
She barely sends any emails to her list because she doesn’t want to “bother” anyone.
She waits to feel confident before she starts promoting on social media because she’s afraid of being seen.
💛 Leader B:
She believes in the transformation she’s offering.
She set her trip tuition with integrity and alignment.
She shares stories, invites people personally, and talks about her retreat with warmth and passion.
She understands that her people need to hear about her retreat multiple times.
Who fills their retreat? Always the leader who takes aligned, consistent, confident steps.
Your audience can feel your energy (they absolutely can!!)
They follow transparency and honesty.
They trust clarity.
They respond to conviction (not desperateness).
Mindset doesn’t remove obstacles – it helps you navigate them without falling apart.
How to Cultivate an Unshakable Retreat Leader Mindset
Remember: Confidence is NOT the absence of fear.
It’s the choice to honor your purpose more than your panic.
So how do you strengthen that inner conviction?
1. See Your Retreat as a Gift, Not a Pitch
When you truly understand the transformation your retreat shares, you stop “selling” and start inviting.
You step into service rather than fear.
People sign up because your belief in your work helps them believe in themselves.
2. Reframe Fear as a Sign You’re Expanding
Fear shows up the moment you’re leaving your comfort zone.
That’s evidence you’re growing, not failing.
If you weren’t scared, it would mean you’re not evolving.
3. Visualize the End Result Daily
Take 60 seconds each morning and imagine…
your participants arriving with excitement in their eyes,
the first group circle where energy feels electric,
the breakthroughs, tears, laughter,
the sunsets you share, the meals, the transformation,
the closing ceremony where people hug you and say,
“This retreat changed everything for me.”
You’re not visualizing fantasy – you’re rehearsing what you’re creating. Visualization plants the seed of certainty that magnetizes the right people.
4. Anchor into Your Purpose More Than Your Fear
Fear says: “What if…”
Purpose says: “Why this matters.”
When you reconnect to why you’re doing this – to help people heal, grow, reconnect, remember who they really are – your fear loses its power.
Purpose is always stronger than panic.
A Grounding Reflection to Strengthen Your Courage
Grab a notebook and take 5 quiet minutes.
Write down your three biggest fears about running a retreat.
Next to each one, write:
“Even though I feel this, I am still moving forward.”
Under that, write one small step you can take to move your retreat forward – even if it’s tiny.
Why this works:
- You acknowledge the fear instead of suppressing it.
- You claim your power back from it.
- You take strategic steps – which is what creates confidence.
This is how leaders are made: not by eliminating fear, but by refusing to be ruled by it.
Final Thought: Confidence Is a Practice, Not a Personality Trait
You don’t have to be born confident.
You build it by showing up for the work you’re called to do.
Every post.
Every email.
Every conversation.
Every time you choose to keep going when part of you wants to hide…
You become a more grounded, courageous, magnetic retreat leader.
The world needs more present, purpose-driven, heart-centered leaders who are willing to grow right alongside the people they serve.
And that, my friend, is already you. Seriously!💯
How would you rate your level of inner strength?💫 Do post below and let me know what YOU think!
With all my love, Sheri
Sheri Rosenthal is the founder and chief retreat strategist at Wanderlust Entrepreneur®, where she’s trained and empowered over 20,000 retreat leaders to design, price, promote, and monetize transformational retreats that leave a lasting impact, while traveling the world and earning a profit to be proud of through her signature course, The Retreat Blueprint Program,
She’s also the CEO of Journeys of the Spirit®, a boutique agency that has planned and managed over 1000 retreats worldwide since 2003.
With over two decades of experience in the retreat industry, She’s had the honor of working with top names, including don Miguel Ruiz, author of The Four Agreements, and guiding coaches and healers to run retreats that change lives.
