What Do You Do When Success Isn’t Enough? You Stretch.
For High-Achieving Entrepreneurs, Executives, Thought Leaders, Speakers, and Visionaries Who Are Ready for Their Next Level
Step Into Your Next Level—It’s Time to Stretch
You’ve checked the boxes.
Built the business.
Earned the title.
But deep down, you know there’s more.
More clarity. More purpose. More you.
Welcome to Stretch to Wynn—where we go beyond traditional goal-setting and dig deep into the mindset, values, and actions that shape true success.
This isn’t about doing more. It’s about becoming more aligned. More confident. More fulfilled.
From Stuck to Soaring. This retreat is for high achievers ready to stop overthinking and start stretching into their biggest, boldest goals.
Your Next Level Requires a New You. At Stretch to Wynn, you’ll break through mental barriers, gain clarity, and take fearless action.
Success Shouldn’t Feel Like a Struggle. If you’ve been working hard but still feel unfulfilled, it’s time to redefine what success looks like—for YOU.
A Blueprint for Expansion. With my STRETCH Framework, you’ll leave with a game plan for lasting change—mindset shifts, bold strategies, and unstoppable momentum.
Join Us for a Transformational Experience Designed for
High Achievers Who Are Ready to Stretch Beyond Limits
Our Stretch to Wynn Retreats are curated for driven entrepreneurs,
leaders, and visionaries who are ready to break through the
mindset blocks that are quietly holding them back.
You’ll unplug from the noise, reconnect with your values,
and gain the clarity needed to make aligned, bold moves.
This is more than a retreat—it’s a reset.
A reimagining. A recommitment to the life you truly desire.
Let this be the moment you stop settling and start stretching.
CHOOSE YOUR EXPERIENCE
Our Fall Ghana Experience
September 28 - October 4
7-Day Retreat: The Full Immersion & Expansion Experience
This is more than a getaway—it’s a guided journey back to yourself.
Over seven transformative days, you’ll step away from the noise and into a space curated for deep healing, mindset elevation, and soulful restoration. Through curated workshops, ancestral excursions, intentional rituals, and community connection, you’ll release what no longer serves you and create space for what’s next.
Return home with a renewed sense of clarity, a regulated nervous system, and a personalized blueprint for sustainable success—rooted in your values, not your past.
STRETCH to Wynn Deep-Dive Coursework – A transformational journey of mindset shifts, strategic breakthroughs, and success-building frameworks to help you step fully into your next level.
Luxury Accommodations – Enjoy a 7-night hotel stay in a serene, inspiring setting that fosters relaxation and growth.
All-Inclusive Dining Experience – 15 curated meals designed to nourish your body and give you a taste of the local cuisine.
Seamless Travel Experience – Roundtrip airport transportation for a stress-free arrival and departure. *Airfare not included
Adventure & Exploration – 4 days of guided excursions designed to challenge, inspire, and expand your perspective—because growth happens beyond your comfort zone.
Effortless On-Site Transportation – Private transportation to all excursions, so you can stay present and fully engaged in the experience.
Exclusive Success Gift – A carefully selected luxury item to support your reflection, creativity, and personal transformation long after the retreat ends.
2026 Retreat Locations Coming Soon
3-Day STRETCH to Wynn Retreats
3-Day Retreat: The Deep Dive Experience – An immersive journey into mindset mastery, bold decision-making, and success recalibration—giving you the tools to stretch beyond limits and step into aligned success.
STRETCH to Wynn Deep-Dive Coursework – A transformative experience designed to help you gain clarity, shift limiting beliefs, and take bold, strategic action toward your biggest goals.
STRETCH to Wynn Workbook & Guided Reflection – A powerful resource filled with mindset exercises, success strategies, and breakthrough prompts to help you integrate the work into your daily life.
Breathwork, Meditation & Mindfulness Practices – Learn how to re-center and elevate your energy for long-term clarity, focus, and peak performance.
Exclusive Success Gift – A carefully curated luxury experience to enhance your reflection, creativity, and personal growth journey.
Breakfast, Lunch & Dinner Included – Enjoy delicious, chef-prepared meals each day so you can stay focused, energized, and fully present in your retreat experience.
For organizations, executive teams, or private groups seeking a fully customized experience, we offer exclusive retreats tailored to your specific goals, challenges, and vision for success.
This Is Your Time to…
Get out of your own way and overcome the fears, doubts, and habits keeping you stuck.
Redefine success on your terms and create a life that feels as good as it looks.
Elevate your mindset, expand your vision, and take bold, strategic action toward your goals.
Success isn’t just about working harder—it’s about stretching into who you are truly meant to be. Are you ready?
TESTIMONIALS
What they say about us.
Amanda
"This session hit on all the things I need to hear regarding how I am running my life and aspirations and gave insightful tips on staying on track without losing your mind, and (my favorite part) prioritizing goals that actually feed your soul, not just your resume."
Gretchen
" A breath of fresh air. I feel refocused and ready to focus on joy."
Hermence Matsosa
"Right in time presentation!!! Great presentation."
What was your biggest take away?
"Just start Everyone is trying to figure it out and there is support to guide you."
- Anatashia Lewis
How would you describe to someone the benefit of the retreat?
"You will learn so much about yourself and life through this retreat. There's opportunities for you to just be present or either engage in discussion without any judgement."
- Anatashia Lewis
How attendees describe this talk?
"Life changing Intimate Informative Tool-based No judgement. You will feel seen and heard. There is space for you to just Be."
- Anatashia Lewis
Meet Your Host
Deshawn Wynn
For over 15 years, DeShawn Wynn has built and led a thriving business, proving firsthand that entrepreneurial success isn’t just about skill—it’s about resilience, mindset, and the ability to adapt under pressure.
As a trusted leader in the industry, she has spent over 30 years designing transformational experiences that empower professionals and entrepreneurs to stretch beyond their limits and step fully into their potential.
As the founder of Stretch to Wynn Success Retreats, DeShawn curates immersive, high-level experiences designed to help ambitious individuals move beyond hesitation, self-doubt, and burnout—replacing fear with clarity, confidence, and bold action.
Her work has been recognized industry-wide, earning her numerous accolades, including being named among the Top 100 Most Influential People in the Event Industry and receiving the Smart Meetings Magazine 2024 Entrepreneur Award. But DeShawn’s expertise isn’t just built on research—it’s built on real-world experience. Having studied mindset, high performance, and success psychology for over 15 years, she knows that the hardest part of success isn’t external—it’s internal.
Her work is dedicated to helping ambitious individuals redefine success on their own terms, sustain their momentum, and build lives that are not only successful—but deeply fulfilling.
Success Architect
View Past Online Workshops
Why you should attend one of our retreats?
Exclusive, Transformational Experience – Not just another workshop but a life-changing environment.
Mindset & Strategy Combined – You don’t just want motivation; you want real tools and a plan.
Stretching Beyond Limits – The promise of unlocking your full potential and stepping into a bigger, bolder version of yourself.
Success & Wellness Integration – Learning how to thrive in both business and life without overextending yourself.
Connection with Like-Minded Individuals – A supportive, inspiring community of go-getters who "get it."