Discover a setting that invites you to step away, think clearly, and move into Q4 with intention.
This is your space to reflect, review, and refine what is working, while gaining the perspective needed to finish the year strong. Surrounded by the beauty of Seven Mile Beach, you will have the opportunity to change your scenery, rest well, and reset your energy, while building meaningful connections with others who are growing, evolving, and leading alongside you. Make this your getaway and your next level.
Leadership Experience Pass $1497
Come to the Summit. Leave with a plan.
Everything in Access plus your Q4 Clarity Intensive, SWAS Experience Survey, 90-Day Q4 Action Plan, curated networking, speaker meet-and-greet, premium toolkit, and 30 days of post-Summit accountability support.
Secure Leadership Experience PassFounding VIP Premium Experience Pass $4997
Don't just attend the Summit. Become part of the inner circle.
Everything in Leadership Experience Pass plus two nights room accommodations, the exclusive local Cayman VIP experiences, private VIP dinner mastermind, VIP boat experience, enhanced speaker access, signed books, premium gifts and 90 days of private 1:1 coaching with Kylie Rae (valued at $5,000).
Secure Founding VIP Premium Experience Pass
A Thoughtfully Curated Agenda
Below is a soft outline of our time together, offering a general flow for each day. As we continue to shape this inaugural summit, details will evolve to ensure a seamless and memorable experience.
Thursday, September 3rd
6-8 pm - Welcome Reception (Sunset toast at 6:37pm)
Friday, September 4th
Fill Your Cup: coffee conversations, morning kickstart
9 am - Part 1 | "Because You Can" presented by Marcus Black - a boost of energy and inspiration
10:30 am - Break
10:45 am - Part 2 | "People First Perspective" presented by Jill Christenson - Employee Engagement & Workplace Culture Expert
12:30 pm - Lunch
1:30 pm - Part 3 | "Rhythm of Rest" presented by Steve Miller - founder of the SeekFirst movement
4 pm - Day 1 Concludes
7pm - Private VIP Dinner Experience
Saturday, September 5th
Fill Your Cup: coffee conversations, morning kickstart
9 am - Part 4 | "Service With A Smile Starts With You" presented by Kylie Rae - interactive segment
10:30 am - Break
10:45 am - Part 5 | "Mindful Meditation Clarity Session" presented by Kim Wallace-Watler
12:30 pm - Day 2 Concludes (Grab-and-go lunch, afternoon at leisure)
2 pm - Private VIP Boat Experience
Sunday, September 6th
7 am - Beach walk
8-10 am - Coffee + Closing Recap
Marcus Black | Featured Speaker
Marcus Black is an award-winning keynote speaker, two-time TEDx presenter, and Amazon bestselling author of Asleep at the Wheel and Because YOU CAN. As host of The Vitalize Podcast, reaching listeners in over 100 countries, and founder of The Vitalize Co., he has built a global platform on one unshakable truth: the dream you dream is not only possible, but probable if you believe boldly and take the steps! He is Forbes-recognized, and winner of the 2026 Communicator Award of Excellence, Marcus doesn’t just inspire audiences. He wakes them up, calls them forward, and equips them to finish strong. Because YOU CAN.
Jill Christensen | Featured Speaker
Jill Christensen is a globally recognized workplace culture expert, bestselling author, keynote speaker, and former Fortune 500 business executive with a Six Sigma Green Belt. With more than three decades of experience helping leaders build workplaces employees don't want to leave, Jill stays at the forefront of the latest research on what drives commitment, performance, and retention. Named a Top 200 Global Thought Leader to Watch, she has shared her proven strategies with more than 500,000 people worldwide in the past decade.
Kim Wallace-Watler | Featured Speaker
Kim Wallace-Watler is a Clarity & Confidence Coach and founder of Clarity with Kim ~ Intuitive Coaching in the Cayman Islands. She is passionate about helping people reconnect with who they truly are and create a life of clarity, confidence, and purpose through her signature coaching program, Take Back Your Life. With over 20 years of experience spanning Human Resources leadership, personal coaching, Reiki energy healing, wellness retreats, and as a SHRM-SCP certified professional, Kim uniquely blends corporate expertise with personal transformation to help people move from feeling stuck to living with intention. Through her warm, intuitive, and practical approach, Kim empowers audiences to quiet self-doubt, trust themselves, and give themselves permission to pursue what they truly want. You will leave her session feeling refreshed, inspired, and equipped to embrace your authentic self, redefine success on your own terms, and confidently create a life that feels truly yours!
Steve Miller | Featured Speaker
Steve Miller is the founder of Seek First, a biblical operating system helping leaders align life, leadership, family, and business with God's design through practical wisdom, AI-powered guidance, and transformational coaching. A former pastor, school principal, and executive coach, Steve equips leaders to replace drift with clarity, order, rhythm, and excellence so they can flourish personally, professionally, and spiritually.
Kylie Rae Fitzgibbons | Featured Speaker
From Server Assistant to General Manager by 30, Kylie Rae Fitzgibbons has trained thousands of professionals across the globe to lead with heart, communicate with clarity, and serve with intention. With 20+ years in luxury hospitality and a certification in Positive Mindset Coaching, she blends strategy and soul to deliver custom keynotes that elevate service, energize teams, and spark lasting transformation. Through immersive storytelling, team reflection, and actionable tools, Kylie creates experiences in live, virtual, or pre-recorded formats that move people to think, feel, and act differently.
The Experience
The inaugural SWAS Leadership Summit is an intimate, invite only gathering created for those who believe that how you serve truly matters.
Designed for hospitality professionals and business owners alike, this summit focuses on how your brand is experienced at every touchpoint.
Whether you run a boutique hotel, lead a team, or serve clients in a service based business, you will step into a space where your approach can be refined, elevated, and strengthened.
This summit brings together the heart of hospitality alongside a thoughtfully curated group of industry leaders and experience driven voices, creating a space where insight and real world application come together seamlessly.
Guided by Kylie Rae Fitzgibbons, and supported by a carefully selected lineup of speakers and contributors, you will gain the clarity needed to strengthen connection, elevate experience, and create moments that people remember and return for.
You will leave with a clearer understanding of how to build trust, deepen loyalty, and naturally drive repeat business and referrals.
What's Included
This experience is thoughtfully designed to support both how you think and how you operate.
You will be immersed in a strategic lineup of sessions alongside a collection of respected voices across hospitality and service based industries, each bringing perspective to what it means to create a truly exceptional experience.
Together, these sessions will guide you through the full experience journey, helping you identify what is working, what may be missing, and where small shifts can create meaningful impact.
You will gain insight into how service, communication, and environment shape how people feel, and how those feelings influence reviews, retention, and long term growth.
You will also have access to 1:1 and small group opportunities, creating space for personalized insight and real time application within your own business.
Each morning begins with optional VIP coffee, offering a relaxed and meaningful way to start your day with clarity and connection.
Time is intentionally built in to explore Grand Cayman, enjoy elevated dining, celebrate local, and build meaningful relationships with others who value the same level of care and intention.
Leadership Experience Pass $1497
Come to the Summit. Leave with a plan.
Everything in Access plus your Q4 Clarity Intensive, SWAS Experience Survey, 90-Day Q4 Action Plan, curated networking, speaker meet-and-greet, premium toolkit, and 30 days of post-Summit accountability support.
Secure Leadership Experience PassFounding VIP Premium Experience Pass $4997
Don't just attend the Summit. Become part of the inner circle.
Everything in Leadership Experience Pass plus two nights room accommodations, the exclusive local Cayman VIP experiences, private VIP dinner mastermind, VIP boat experience, enhanced speaker access, signed books, premium gifts and 90 days of private 1:1 coaching with Kylie Rae (valued at $5,000).
Secure Founding VIP Premium Experience Pass