Upcoming Events


Couples Retreat at The Umstead

22-24 October 2026 12:00 PM (GMT-05:00) Eastern Time (US & Canada)
Venue: The Umstead
Location: Cary, North Carolina, United States

Join us for one of EO Charlotte’s most anticipated and exclusive experiences, the EO Couples Retreat at The Umstead Hotel & Spa.

Designed for connection, relaxation, and unforgettable shared experiences, this 3-day retreat brings together EO members and their partners for a thoughtfully curated weekend surrounded by luxury, meaningful conversation, exceptional dining, and unique experiences both on and off property.

From a welcome brunch and elegant evening experiences to curated off-site adventures and intentional time to reconnect with your partner. Every detail is being designed to create a weekend that feels both restorative and unforgettable.

Whether you're looking to unwind, deepen your relationship, and/or simply enjoy intentional time away with your significant other, this retreat offers a perfect balance of connection, adventure, and luxury.


Retreat Highlights

Thursday, October 22 | Arrival + Opening Experience 11:00 AM – Arrival & Welcome Brunch
12:00–3:00 PM – Interactive Speaker Session (immersive, conversation-driven leadership experience for entrepreneur couples)
6:30–10:00 PM – Autumn After Dark - Evening Dinner & Costume Affair


Friday, October 23 | Choose Your Experience + Dine Around Night 10:00 AM – Choose Your Experience Morning
Select one curated luxury experience:
• Hot Air Balloon Ride over the Carolina countryside
• Self-Guided Luxury Exotic Car Driving Experience
• Spa & Wellness Morning at The Umstead Spa
• Guided Nature Hike with possible canoe adventure addition (pending availability)

3:00 PM – Return to Hotel + Prepare for Evening
5:30 PM – Limo Departures for Dine Around Cary
8:00–10:00 PM – Wine Down on the Terrace (cocktails, wine, and fireside conversation under the stars)


Saturday, October 24 | Reset + Departure 7:00–8:00 AM – Couples Sunrise Yoga 
8:00–10:00 AM – Farewell Breakfast Gathering
12:00 PM – Official Check-Out


Space is limited to the first 25 couples. Commitment to the entire weekend is required to attend!

Investment: $1,000 per couple (not including room reservation)

To reserve your spot, register through the EO event portal. Once registered, Heather will send an invoice for payment. Your registration will be confirmed once payment has been received.


AI Beyond the Hype II: An AI Team That Works While You Sleep

29 October 2026 01:00 PM (GMT-05:00) Eastern Time (US & Canada)
Venue: Park Avenue Club
Location: Florham Park, United States

AI has evolved from just chatting to doing. You already know that, because you're already doing it.

You've built Custom GPTs. Maybe a few Claude Projects or Gemini Gems too. You've felt the lift. And you've also felt the ceiling: you still have to be the one who copies, pastes, prompts, and publishes. The AI helps. But you are still the engine.


A Legacy Experience with Andy Bailey

20-21 November 2026 02:00 PM (GMT-05:00) Eastern Time (US & Canada)
Venue: Co-Lab
Location: Charlotte, North Carolina, United States

Join us for a unique two-day EO experience with entrepreneur and leadership coach Andy Bailey, designed to challenge how we lead today and how that leadership shapes the next generation.

Andy Bailey, founder of Petra Coach and a globally recognized leadership advisor, is known for helping entrepreneurs build high-accountability cultures, develop strong leadership habits, and align personal behavior with long-term impact. His work goes beyond business performance, focusing on the systems, mindset, and decisions that ultimately define the legacy leaders leave behind.

On the evening of November 20th, members will gather for an intimate adult-only session with Andy, exploring what it truly means to lead at a high level, and how those principles extend far beyond business into family, influence, and legacy.

On November 21st, the experience continues in a powerful and highly intentional way as members are invited to bring their children ages 10+ for a next-generation leadership experience. Andy will guide both parents and children through a unique, interactive session designed to open conversation around values, decision-making, accountability, and what it means to lead yourself and others well.

This rare two-part format creates space not only for personal reflection as leaders, but for shared understanding across generations, offering families a chance to connect in a way that is both meaningful and memorable.

Whether you are focused on growing as a leader, strengthening your family dynamics, or intentionally shaping what you pass on to the next generation, this experience is designed to challenge perspective and spark conversations that continue long after the event ends.

More details to come!


Havana Nights Holiday Party

5 December 2026 06:00 PM (GMT-05:00) Eastern Time (US & Canada)
Venue: The Lodge at Ballantyne
Location: Charlotte, North Carolina, United States

Join us as we close out the year in true EO style at our Havana Nights Holiday Party, an unforgettable evening filled with Latin flair, incredible food, handcrafted cocktails, live entertainment, and plenty of opportunities to celebrate alongside fellow EO members.

Set against the beautiful backdrop of The Ballantyne Lodge, this year's holiday party will transport you to a vibrant evening of music, dancing, and connection. Enjoy a delicious dinner, watch professional salsa dancers bring the energy to the room, then join in the fun as they lead us through an interactive salsa experience designed for everyone, whether you've danced before or not.

Throughout the evening, members can enjoy tequila tastings, cigar rolling, festive surprises, and plenty of time to relax, connect, and celebrate another incredible year together, or step outside to enjoy a fireside conversation and all the charm the Lodge has to offer.

Want to make a night of it? We've reserved the entire Ballantyne Lodge exclusively for EO Charlotte. For one night only, every room in the Lodge will be reserved for EO members and their guests, creating a private retreat-like experience unlike anything we've done before.

A limited number of rooms are available for $299 per couple and will be offered on a first-come, first-served basis. With only 40 rooms available, we expect them to go quickly. Reserve your room here: Reservation-Link 

Whether you join us for the evening or spend the night, Havana Nights promises to be the perfect way to celebrate the season, toast to another great year, and make memories with friends old and new.


EO Family VIP Hockey Night

16 January 2027 03:00 PM (GMT-05:00) Eastern Time (US & Canada)
Venue: Bojangles Coliseum
Location: Charlotte, North Carolina, United States

Join us for an unforgettable EO Charlotte Family Experience as we take over the Charlotte Checkers game for an exclusive VIP afternoon of hockey, connection, and fun for all ages.

From 3:00 PM to 6:00 PM, members will enjoy premium VIP seating, in-game excitement, and a behind-the-scenes experience that puts you right in the middle of the action.

Kids will have the chance to step into the spotlight with a special welcome experience at the player tunnel and even take a ride on the Zamboni, making this a day they will be talking about long after the final buzzer.

With good food, a lively atmosphere, and an afternoon full of shared experiences, this is designed to be one of those EO moments where everyone gets to relax, connect, and simply enjoy being together in a unique setting.

Whether it’s a family outing or a solo afternoon with fellow members, this is a chance to come together and enjoy an unforgettable EO experience at the rink.


500 Montgomery Street, Suite 600
Alexandria, VA 22314
United States

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