The 3rd Annual Founders Club Retreat
Four days of strategy, reflection, recovery, and connection alongside 100 founders building businesses at the highest level. Before you step into another year of decisions, give yourself the space to think clearly and build a winning plan for 2027.
four days of clarity
What to Expect
The Founders Club Annual Retreat combines strategic planning, world-class wellness, and meaningful conversations with founders operating at your level so you return home a stronger leader with a clearer vision for your business.
Curated Connection
Small group roundtables and peer-led breakthroughs
Fireside conversations, private dinners, and world-class spa
A final-night celebration designed to leave a lasting mark
Luxury Wellness
Daily movement and recovery programming
Guided breathwork and nature-immersive practices
5-star meals and daily rituals designed to restore
Strategic Depth
Founder-led masterminds
2027 goal-setting session led by Aaron Spivak
Tactical workshops on growth, leadership, and founder psychology
Exclusive workshops for men and women
about the resort
The St. Regis
Cap Cana Resort
Cap Cana Resort
The St. Regis Cap Cana is one of the Caribbean's premier luxury resorts. World-class boarding, exceptional dining, private beaches, and thoughtful hospitality create the perfect backdrop for meaningful conversations and rest.
For the moments we'll spend together, The St. Regis gives us the space to do them right. Every detail has been taken care of. All you have to do is show up.
Featured Amenities On-site
Restaurant On-Site
3 Restaurants
Gift Shop
Outdoor Pool
Complimentary
Fresh Linen Provided
All Rooms/Suites
Cabanas/Palapas
$ 500.00
On-Site Bar
4 Bars
Meeting Space
World-Class Spa
Fitness Center
Complimentary
On-Site Laundry
No Fire Pit + Grill Grate
No Chairs + Picnic Table
Fresh Linen Provided
All Rooms/Suites
In-Room Safe
All Rooms/Suites
Mini Bar
Restocked Daily
Restaurant On-Site
3 Restaurants
Gift Shop
On-Site Bar
4 Bars
On-Site Laundry
Meeting Space
World-Class Spa
Outdoor Pool
Complimentary
Cabanas/Palapas
$ 500.00
Fitness Center
Complimentary
Restaurant On-Site
3 Restaurants
Gift Shop
Outdoor Pool
Complimentary
Fresh Linen Provided
All Rooms/Suites
Cabanas/Palapas
$ 500.00
On-Site Bar
4 Bars
Meeting Space
World-Class Spa
Fitness Center
Complimentary
On-Site Laundry
No Fire Pit + Grill Grate
No Chairs + Picnic Table
the annual reset
Set the stage for your biggest year yet
december 9th-13th
Four days That Will Shape The Next 365
100 Members · Full Schedule
Time
Segment
Details
4:00 pm
Check-in opens
Welcome gift bags, name badges with QR code linking to member bio, room key
on us
6:00 – 7:30 pm
Welcome happy hour & opening remarks
Signature cocktails + light bites. Chris Meade takes the stage mid-hour to kickstart the event, welcome members, shares the retreat theme, and set the tone. Curated Connections cards distributed.
on us
7:30 pm
Welcome Dinner
Assigned seating by algorithm. No cliques, all strangers. New seating each night.
on us
9:30 pm
Night Cap Lounge
Open bar, fire pits, unstructured. Let the night take over.
on us
Time
Segment
Details
8:00 am
Morning Pilates
Guided Pilates session for all levels — a great way to
start the day and meet fellow members
Optional
8:00 – 10:00 am
Breakfast
Full buffet, open seating. Curated connection prompt:find someone in a completely different industry
on us
10:30 – 12:00 pm
Opening keynote — surprise speaker
Identity revealed at showtime. Keynote address followed by live Q&A with the room
Mystery
12:30 – 2:00 pm
Curated connections lunch
Round tables of 8 with themed prompts: exits &
lessons, fundraising war stories, building remote teams
Curated
2:00 – 5:00 pm
Pool party
Open bar, DJ, poolside food stations. Unstructured — good vibes, big energy
Big vibe
7:00 – 9:00 pm
Dinner
Relaxed group dinner. New algorithmic seating — no repeats from night 1
on us
9:00 – 11:00 pm
Bingo night
High-energy hosted bingo with prizes. Groups stay mixed — new faces, big laughs
on us
11:00 pm – 2:00am
Founders Club Pizza Jam
Late-night pizza, open bar, music. The night keeps going for whoever’s in
Big vibe
Time
Segment
Details
8:00 am
Morning Yoga
Guided yoga session — stretch, breathe, and ease into the day
Optional
8:00 – 10:00 am
Breakfast
Full spread, open seating, casual conversations
on us
10:30 – 12:00 pm
2027 goal setting — pt. 1
Guided workshop: craft your 1-sentence company vision for 2026. Groups of 6 share + pressure-test each other’s goals
Programming
12:30 – 2:00 pm
Curated connections lunch
Paired by complementary industries — tech + CPG,
SaaS + consumer. Seated 1:1 or in trios
Curated
2:00 – 5:00 pm
Open block
No agenda — pool, beach, spa, explore, 1:1 meetings. Members’ time to use as they choose
Open
7:00 – 9:00 pm
Dinner
Group dinner, new seating rotation. Good energy going into the bonfire
on us
9:00 – 11:00 pm
Bonfire
Gather around the fire — s’mores, drinks, stories. One
of the most memorable nights of the retreat
on us
11:00 pm – 2:00am
Founders Club Pizza Jam
Late-night pizza, open bar, music. The crew that
shows up knows what they signed up for
Big vibe
Time
Segment
Details
8:00 am
Morning movement
Last morning session — sunrise yoga, run, or open swim
Optional
8:00 – 10:00 am
Breakfast
Celebratory spread — champagne available. Mood set for the finale day
on us
10:30 – 12:00 pm
Free time
Members’ choice — pool, spa, last-minute 1:1s, or just
soak it all in before the big sendoff
Open
12:30 – 2:00 pm
Curated connections — final session
Speed networking: 5-min rotations, 12 total connections. Structured but electric. Best energy of the retreat
Curated
2:00 – 5:00 pm
2026 goal setting — pt. 2
Accountability cohorts formed (groups of 4–5, quarterly check-ins). Each group names themselves, shares top challenge for 2027
Programming
7:00 – 9:00 pm
Dinner
Elevated farewell dinner — black tie optional,
champagne toast, final remarks from Chris
on us
9:00 pm – 2:00 am
Farewell party + Celebrity DJ
Private venue or yacht. Full open bar, photo booth,
late-night bites. Celebrity DJ takes the stage — the sendoff of the year
Big vibe
2:00 am
Night ends
Transportation back to hotel provided
Big vibe
Time
Segment
Details
8:00 am
Farewell breakfast
Slow, casual sendoff — members exchange info, say
goodbyes, reflect on the week
On us
10:00 am
Check-out
Checkout deadline. Luggage holding available for late flights
on us
All day
Departures
Transportation to airport coordinated. FC team follows up with accountability cohort intros via email
open
Book Your Room
tier 1 pricing ends August 1st
Your stay includes accommodations, programming, wellness experiences, parties, and curated meals. Choose the room that best supports the experience you need.
contact paula for specific roommate arrangements
purchases cannot be refunded or transferred.
$3,000
Shared Queen
Share a room with another member. Great for solo founders looking to meet someone from day one.
$4,000
King Solo
Your own private room and space to recharge between programming.
$4,500
King Couple
Want to bring your spouse? Experience the retreat together in uncompromised comfort.
2025 Retreat Testimonials
I left the retreat feeling more alive than I have in years. For the first time in a long time, I had the space to slow down, reconnect with myself, and genuinely feel present again. I even found myself overwhelmed with gratitude in the best possible way.
That clarity and renewed perspective didn't stay in Porto Rico. It changed the way I returned to my business, my relationships, and the way I approach life.
I couldn't believe how quickly complete strangers became people I genuinely cared about. We shared stories about our businesses, our families, our fears, and our ambitions, and every conversation felt authentic.
I left with meaningful friendships and a level of connection that's incredibly rare to find in a room full of founders
Someone asked me what I would pay for this experience—the clarity, the understanding, the tools. My answer was simple: there is no price. It was one of the most valuable gifts I've ever received.
The perspective I gained is something I'll continue to build on for years to come.
I didn't realize how much I needed this until I got home. Taking the time to step away gave me perspective I didn't even know I was missing.
I came back with a clearer mind, renewed energy, and a much deeper appreciation for making space to think.
Yesterday was truly one of the best days ever! I had such an amazing time meeting so many incredible, impressive, inspiring women, and I genuinely can’t wait to continue connecting with everyone.
Everything came together so seamlessly, and it created such a special experience for all of us. Grateful to have been part of it
I've been absolutely on fire ever since. The shift in my mindset carried into every part of my business, and I've been operating with a completely different level of focus and momentum.
Sometimes all it takes is the right environment to unlock what's already inside you.
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Got Questions?
Yes. Book a King Couple room.
Resort wear, bathing suit, sunscreen, hat, workout clothes.
Same-gender roommates will be paired together. If you have someone specific in mind, Slack Paula Landron.
Fly into Punta Cana International Airport (PUJ). The St. Regis Cap Cana is approximately 15 minutes away.
Members arrange their own transportation to and from the resort.
US and Canadian citizens do not need a visa. You will need a valid passport. A tourist card fee (~$10 USD) is typically included in your airfare
Ticket pricing ranges from $3,000 to $4,500 depending on your room type. The difference in pricing depends on shared room or solo accommodations. Shared queen (double queen beds) are $3,000 per person. A king room to yourself is $4,000 and a king room with your significant other is $4500.
Yes! Book directly with the hotel.
Yes — the St. Regis Cap Cana operates as a fully cashless property. All payments are made by credit or debit card.
Your room, some meals and all the FC workshops, experiences and parties.
Flights, spa treatments, golf, personal dining outside of hosted meals, and any incidentals charged to your room.
Yes. The resort has four pools, a private beach, the Iridium Spa, a rooftop bar, and world-class dining. You'll have time to enjoy it all.
The resort opened in 2025 and is one of the most luxurious properties in the Caribbean. Highlights include four pools (adult and family), a private beach, the Iridium Spa with 13 treatment rooms, a rooftop pool and bar, a 24 hr fitness center, and multiple restaurants.
No.
Cap Cana has a ton to offer — the Punta Espada Golf Course (ranked #1 in the Caribbean), Marina Cap Cana, Scape Park eco-adventures, and Los Establos Equestrian Center are all nearby.
Absolutely. The Iridium Spa offers bespoke treatments and is available to all guests. We recommend booking in advance as spots fill quickly during group events. Cost is not included in your ticket.
Days are casual — resort wear, swimsuits, and sundresses. Evening sessions and dinners are smart casual to cocktail.
Cap Cana is warm and sunny year-round. Expect temperatures in the high 80s°F / low 30s°C. Pack sunscreen, light layers for AC, and a rain layer just in case.
Payment is required in full upon time of purchase.
100% non-refundable.
Yes.
This retreat is exclusively for Founders Club members and their significant others
Both. There will be intentional programming and curated connection time, along with plenty of organic time at the pool and beach to build deeper relationships.
Yes, please let us know your dietary needs when you register and we'll coordinate with the resort ahead of time.
Apply To Join The Club
The Founders Club is not for everyone. But for the right founder, it can change everything.
