Join us in beautiful Charleston for three days of leadership growth, meaningful connection, strategic implementation, and curated experiences designed specifically for women leading growing businesses.

Attendance is intentionally limited to create a highly personal, elevated experience unlike a traditional conference. This is leadership development done differently — thoughtful, practical, relationship-driven, and deeply intentional.

An immersive leadership experience for founders and leadership teams.

❋ Intentionally Intimate

Attendance is capped at 24 people, ensuring personalized attention & teaching, organic connection, and an experience that will move the needle for every attendee.

❋ Come Solo or With a Team

Reset & recharge alone or with those that help you lead — ensuring every leader is equipped with what they need to multiply your efforts.

❋ Experienced Facilitation

Modeled after the retreats we have seen have massive impact in our own teams for years, experience the difference of a retreat with purpose, clarity, and impact.

❋ An Elevated Experience

Our events prioritize organization, personalization, and curated experiences for teams that don’t settle for half-way.

Who is This Retreat For?

OWNERS + MANAGERS + DIRECTORS

This retreat is ideal for leaders who:

  • feel stretched thin carrying the weight of leadership

  • want to lead with greater clarity and confidence

  • need stronger communication within their teams

  • are looking for practical leadership development — not fluff

  • want space to think strategically again

  • value meaningful connection and intentional growth

You do not need to bring a team to attend, but it is important that you are leading one. Solo attendees will participate in collaborative breakout groups and peer mastermind-style discussions throughout the retreat.

This retreat is not ideal if you’re a solo-preneur whom hasn’t built a team yet.

What You’ll Experience

Owners-Only Leadership Day

Founders and owners are invited to arrive one day early for an exclusive owners-only experience focused on:

  • scaling strategy

  • leadership bandwidth

  • coaching other leaders

  • communication at the leadership level

  • decision-making and clarity

  • building healthier leadership teams

This day is intentionally smaller, deeper, and strategically focused.

2 Days of Leadership + Owner Training

Topics will be customized in part through attendee surveys prior to the retreat to ensure training is relevant to the real challenges leaders are currently facing.

Topics may include:

  • leadership mindset

  • communication for leaders

  • coaching through the Enneagram

  • healthy team dynamics

  • conflict and feedback conversations

  • scaling leadership capacity

  • building stronger leaders within your organization

Team Breakout & Implementation Sessions

One of the most valuable parts of the retreat is dedicated implementation time.

You won’t just sit through presentations and leave with pages of notes. Teams will have intentional breakout time to process, strategize, and apply what they’re learning directly to their own businesses and leadership dynamics.

Solo attendees will participate in facilitated collaborative groups designed to foster meaningful connection and peer support.

A Setting With Charm

Charleston offers a variety of iconic experiences — whether in historic downtown or by the beach.

Stay in our discounted room block at the award-winning Ryder Hotel or book an AirBNB of your choice for your team.

Our meeting time will take place both at the Ryder Hotel and at our beachfront rental house.

Elevated Experiences

Leaders dedicated to growth deserve experiences that truly inspire, renew, and recharge. We have planned for exactly that. Enjoy a perfectly aesthetic welcome party steps off the beach, a private sailboat charter, and curated dining experiences. You deserve the best.

WHAT TO EXPECT

Monday, September 28

  • Owners only leadership training

  • 6pm - Beachfront welcome dinner with leadership teams

Tuesday, September 29

  • Owners + leadership teams training

  • 5-7pm - Private Sailboat Cruise

  • Free for dinner on your own

Wednesday, September 30

  • Owners + leadership teams training

  • 4pm - Free to head home or stay in Charleston

What’s Included

Owner Ticket | $3,000

Includes:

  • Owners-only leadership day

  • Full retreat access

  • All training sessions

  • Leadership workbook and materials

  • Team breakout sessions

  • Welcome party

  • All lunches (Mon-Wed)

  • Light breakfasts (Mon-Wed)

  • Snacks and beverages

  • Private sailboat charter

Collective Members receive $200 off owner registration (code sent in email).

Leadership Team Member Ticket | $1,500

Includes:

  • 2 Day retreat access

  • 2 Days of training sessions

  • Leadership workbook and materials

  • Team breakout sessions

  • Welcome party

  • Two lunches (Tues-Wed)

  • Light breakfasts (Tues-Wed)

  • Snacks and beverages

  • Private sailboat charter

Pay in Full -OR- 3 Monthly Payments (valid option through July 15, 2026)

What others have to say about our leaders retreats…

“Attending these leadership retreats over the years has been such a valuable experience, both personally and professionally. Creating intentional space to step away from the demands of everyday work and focus on leadership, vision, and team connection has always left me feeling inspired. The retreats foster meaningful conversations, deeper connections, and opportunities for reflection that are harder to have in the hustle and bustle of a normal day-to-day. Especially for our team, as all of our leaders are located anywhere from 130 miles to 1300 miles away from each other.

One of the things I appreciate most is the intentionality behind the experience. The retreats are perfectly curated. From location, to activities and content, to food, workbooks, and even gifts. There is thought and care put into every detail. The time together has strengthened relationships within our team and encouraged me to think more intentionally about how I lead, communicate, and contribute. I’m grateful to have been part of these experiences and for the investment that has been made in further developing leaders and creating a culture of growth.”

— Amanda Gilpatric

“These leadership retreats are truly something I look forward to every year! The opportunity to learn, grow, and connect with other leaders — especially when we’re usually so far apart is such a blessing.

The retreats have helped me grow not only as a leader, but also as a person. I’ve gained encouragement from other like-minded leaders and have been challenged in the best ways through hearing different perspectives and experiences. The intentional investment poured into us during these retreats has helped shape the leader I am today.

One of the biggest things I’ve learned is how to lead with confidence in who I am and my abilities, rather than trying to fit someone else’s version of leadership. I’ve also learned the importance of investing in my own team, encouraging their growth, and helping them become leaders in their own unique ways.

What I personally love most about these retreats is the intentional time to truly connect. Not just on a surface level, but through real, honest conversations that strengthen relationships and truly bring a team closer together!”

— Kylie Trainer

Step by Step

Secure your spot!

Owner Ticket - GLS Leaders Retreat Owner Ticket - GLS Leaders Retreat
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Leadership Team Ticket - GLS Leaders Retreat Leadership Team Ticket - GLS Leaders Retreat
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