Legacy Executive Club

The Flagship VIP Retreat

Civana Wellness Resort · Carefree, Arizona · Sept 20–22, 2027

Fifty people. Twenty acres of Sonoran Desert. Three days of connection, inspiration, and workshopping what’s next — while building relationships that last well beyond the agenda. The retreat focuses on the whole mind, body, and spirit of leaders, and Civana’s five-star wellness amenities provide the perfect assist.

“I can’t remember a better conference.” — Jason M, Vice President “Transformational.” — Maria R, Founder
DatesSept 20–22, 2027
LocationCivana, Carefree AZ
Format2 nights, 1.5 days
Cap50 people
Investment$2,495 Members
$2,750 Guests
Register Now →

Legacy members receive priority booking. Nominated and interested members welcomed. Partners are welcome to join for the awards dinner on night two with a separate ticket.

Who's In The Room

Not a conference. A vetted room.

Every seat here was earned. This isn’t a badge-scan, business-card, follow-up-email event. It’s capped at 50 accomplished senior executives and founders, vetted as Legacy members.

Legacy Executive Club members gathered at a past retreat

Ask any member what they value most about Legacy and you’ll hear the same thing: “the quality of the membership.” Six kinds of leaders love the Legacy community & retreat:

The Decision-Makers

CEOs, GMs, and Presidents pressure-testing decisions in a no-ego room.

Like Regina, Software Firm President & Tom, CEO of an outsourcing firm

The Revenue Leaders

CROs and VPs of Sales, Marketing, or Transformation, trading real playbooks — not theory.

Like Shawn, CRO of a services company & Talia, VP of Revenue in SaaS

The Operators

Functional operations leaders looking to get inspired and expand their influence.

Like Charlie, Energy-industry VP of Operations & Andrea, Chief of Staff

The Builders

Entrepreneurs and scaling founders sharing advice to avoid costly mistakes and hacks that work for fast growth.

Like Deana & Andy, Fractional Services Founders

The Givers

People and purpose champions who give constantly and rarely get to fill their own cup.

Like Vivan, Customer Success Exec & Carrie, Chief Transformation Officer

The Next Chapter Leaders

Highly successful leaders quietly pivoting to focus on what’s next — creating impact, prioritizing what really matters, and brainstorming with people living the same question.

Like Gary, retired tech exec & Judy, former Global CRO
1

Show up

2

Say yes

3

Don’t be an asshole

Three golden rules run the room and the community. At Legacy events there’s no selling, no posturing, and no ego — just real conversations about what matters, real help from trusted peers, and permission to show up without all the answers.

“Legacy members are rare — both accomplished and deeply human. I’m blown away by their willingness to have real conversations.”

Shari L, Founder

“I can come with questions and leave with clarity, and ask what I can’t ask my board or leadership team at work.”

David K, CEO

Our annual flagship retreat is what turns the trust you’ve built in our online community into belonging you can feel.

What if I’m not a member?

Experiencing Legacy in person is the right way to start your journey. Register to attend, and our membership team will reach out to help you learn more — plus a special trial offer to experience the community and the event as a member.

Download a Legacy Brochure →

Our mission is to celebrate great leaders while uplifting their careers and enriching their lives. Our programming is designed to help senior executives and founders get the peer input and support they crave across three pillars: Leadership (who we are), Business Health & Growth (what we accomplish), and Life & Legacy (why we do what we do). Our leaders spend time working on themselves and their businesses, giving back, and designing their next chapters with intention.

Leadership
Business Health & Growth
Life & Legacy
Next Chapters
Giving Back
Legacy Executive Club
The Location

Civana isn’t a hotel with a spa attached. Wellness is the venue.

Twenty-plus acres of Sonoran Desert in Carefree, Arizona. Named a Top 3 Destination Spa five years running — a quiet desert where every meal and experience is built to nourish.

  • ✓

    Complimentary wellness experiences including aerial yoga, sound baths, massage, and guided desert hikes.

  • ✓

    The Spa’s signature Aqua Therapy Circuit — hot and cold soaking pools, a cold deluge shower, and the only KLAFS SANARIUM® in the continental U.S. — with dedicated time to enjoy built into the agenda.

  • ✓

    Two plant-forward restaurants — Terras and Seed — hyper-seasonal, where healthy meets gourmet delicious.

You won’t be choosing between the program and taking care of yourself. For three days, they’re the same schedule — ticket price includes wellness experiences (that’s right, your massage is included).

Spa treatment at Civana Wellness Resort
Attendance Cap

50 spots. On purpose.

✓

Capped at 50 senior executives and founders — book early, the retreat sells out every year.

✓

You curate your agenda & discussion circles — content centers on your needs and surrounds you with leaders in similar stages.

✓

No vendors. No panels — intimate TED-style talks and authentic peer sharing instead.

✓

Ample time to build deep relationships with leaders who will inspire you.

“I feel like I’ve found my people.”Deanna, CRO

The Agenda

Three days, two nights. Reinvigorate your mind. Recharge your body. Reimagine your purpose.

Mon 9/20

Arrive

Afternoon

Check-in & Personal Board Meetups

Finally meet members of your board in person. Casual time with drinks by the pool, or share a wellness experience like the desert infinity walk.

Evening

Welcome Reception

Drinks on the grounds as the sun drops behind the mountains, then intimate conversations over dinner. Anchor your intentions with a private group sound bath and enjoy your best night’s sleep in ages.

“The energy in that room was something special — authentic leaders, real conversations, and a whole lot of giving back.” — Nicole F, CRO

Candlelit welcome dinner at Civana
Tue 9/21

Discussion Circles + Awards Dinner

Early

Sunrise, Your Way

A guided desert hike, outdoor yoga, or a wellness treatment before the first session starts.

Morning

Breakfast Table Connections → Pillar One: Business Health & Growth

Start with a vulnerable member TED-style talk, then break into your choice of six discussion circles selected to serve members — pricing deals, revenue KPI benchmarking, or founder growth strategies.

Midday

Pillars Two & Three: Leadership + Life & Legacy

After intentional time to finish conversations and deepen connections, the same format continues: member talks plus deeper dives into leadership, life, and legacy topics — leading change, thought leadership, motivating different generations, high performance revenue cultures, leading in the age of AI, untangling identity from work, and reimagining success.

Afternoon

Activities: Spa & Pool

Time in the Spa’s Aqua Therapy Circuit — hot and cold soaking pools, a bracing cold deluge shower, and the only KLAFS SANARIUM® in the continental U.S. — or laps in the 25-meter heated saltwater pool. You pick how you recharge — this is Civana’s whole point, and we’ve built in time to use it.

Night Two

Awards Dinner & Dancing

Cocktails, gourmet food, and recognition — our 2027 Legacy Leader of the Year will be named and the next generation of leaders recognized. Music, firepits, and a little dancing. Partners are welcome to join this one with an add-on ticket.

Legacy Leaders of the Year at the awards dinner
Wed 9/22

Legacy + The Desert

Early

Sunrise, Your Way

Same menu as yesterday, different light.

Morning

Workshop Your Legacy & Next Chapter

Dig in with your new trusted circle to get beyond the boardroom into deeper meaning, questions, and fulfillment. You’ll be moved by the mirror this room holds for you, and the deep trust and respect that’s shared.

“When I walked in here I had no idea what my Legacy would be. Now I do, and it feels amazing!” — Cari R, 2025 attendee

Afternoon

Open — Event Concludes by Noon

Plan time to hike, bike, or explore the wellness offerings. Don’t leave early — you’ll want more time with new friends you’ll feel like you’ve known forever.

Legacy members in a discussion circle
The Content

Legacy members curate our retreat content based on their challenges, interests, and paths.

Popular past discussions have included:

Leadership

  • Leading through AI Disruption
  • Leading a Multi-Generational Workplace
  • Leading Change
  • Navigating Corporate Dynamics
  • Driving Accountability Without Losing Your Team

Business Health & Growth

  • GTM Strategies Working Now
  • Building Brands that Drive Revenue
  • From Solopreneur to CEO
  • The AI Exchange
  • Cash Flow is Real for Founders

Life & Legacy

  • Untangling My Identity From Work
  • Living with More Intention
  • Mindset and Self-Limiting Beliefs
  • Aging Well
  • Designing My Next Chapter With Intention
Where You Stay

Rooms built for exactly this.

One Bedroom Suites in Revive or Balance layouts. Clean lines, natural materials, and enough room to actually rest between sessions — not just crash between them. Rack rates go as high as $1,000/night.

Legacy rate: $345/night — a 50% savings off rack rate. Hotel is booked separately via the link in your registration confirmation.
Outdoor yoga class on the Civana lawn
Civana's Message of Discovery

At the core of how we understand wellness is the commitment to provide paths of change, growth, and discovery — be it an appreciation for the natural beauty around us, new experiences or relationships, or a deeper understanding of the self. Whether your version of wellness is a glass of wine with a friend or meditation on the yoga lawn, we are committed to providing the possibility for you to check out changed, if even just a little — to leave more than when you arrived.

Our Partners

Put your brand in front of influential leaders.

Each retreat opens three opportunities for partner sponsors to build relationships with our community. We’ve been honored to spend time at the retreat with executives from previous partner companies:

Carson Wealth
Infinity
TTI Success Insights
Gong
Factor 8

Carson Wealth shown as a text placeholder — swap in their logo file when available.

Interested in Partnering? Email Us →
About Legacy

Legacy members receive priority booking benefits. Nominees and invited guests are encouraged to attend if they’re seeking a community to help expand their thinking, work on their business and themselves, or craft their tribe of inspiring leaders. Individuals seeking business development opportunities are discouraged from attending. To learn more about our community and other events this year, complete our registration form below and our team will get in touch.

“Legacy’s value far exceeded groups I paid significantly more for.”

Deanna M, CXO
Reserve Your Spot

Sept 20–22, 2027. Civana, Carefree, Arizona.

The Investment

Provisional Legacy Members$2,750

For those interested in the community, includes short-term membership to experience Legacy before joining.

Legacy Members$2,495

Secured with a $395 deposit. Cancel by May 1 and use deposit toward another Legacy Experience.

Early Bird 2026$1,995

Limited to first 20 registrations. Registration must be paid in full by November 1st.

Deposit due today$395

Investment includes all programming, wellness experiences, food and drink. Hotel rooms booked separately at special Legacy rate of 50% off rack rate.

Reservations may be cancelled up to 72 hours prior to arrival without penalty. Reservations cancelled within 72 hours will be charged one night’s room rate & tax.

Book your room by August 19th, 2027 to receive the Legacy 50% room discount. Select “Input Promo & Group Codes Here” and enter group code LEGACYCLUB to watch your price cut in half.

Trouble with the link? Try www.civanacarefree.com / check availability / enter September 20–22, 2027; or call CIVANA reservations at 480-653-9000 and identify yourself as part of the Legacy Executive Club Retreat – Meeting Block.

Register Now →

Hotel booked separately at the discounted Legacy rate (50% off rack rate) — book by August 19th, 2027 with group code LEGACYCLUB. Room booking link · Plan Your Stay guide

Gallery

Some moments from last year’s event.

Legacy Executive Club retreat moment 1