You’re Leading at the Highest Level.
So Why Do You Still Feel Like
You’re Figuring It Out Alone?
An invitation-only 3-day retreat for up to 15 executive women and established entrepreneurs who need real peer-level strategy—not just another motivational event.
📅 April 29, 30 & May 1, 2026
🔒 Only 15 seats. Applications reviewed personally.
Built for leaders who already carry real responsibility: revenue, budget, people, and complexity.
This Retreat Is For Executive Women and Established Entrepreneurs Who Are
Done Carrying It Alone
This is for you if:
- ✓You lead a company, function, division, or business with real accountability.
- ✓Your decisions impact revenue, budget, people, and outcomes.
- ✓You want peer-level thinking, not surface networking.
- ✓You’re carrying complexity most rooms can’t hold.
- ✓You’re ready to bring real challenges and leave with real decisions.
This is NOT for you if:
- ×You want a relaxing spa weekend.
- ×You’re in startup mode, pre-revenue, or still building fundamentals.
- ×You’re looking for broad networking instead of depth and confidentiality.
- ×You want leadership 101 or a content-heavy event.
- ×You’re not ready to put a real challenge on the table.
The Higher You Rise,
The Fewer People Understand What You’re Dealing With.
You’ve reached a level most people never will. But here’s what nobody tells you:
You’re everyone’s go-to—but you have nowhere to go.
Your challenges are too complex for generic advice.
Most rooms you’re in? You’re doing more teaching than learning.
The isolation is real and it’s slowing you down.
This isn’t imposter syndrome.
It's isolation.
And without the right room, even the best leaders plateau.
Most Retreats Are Built for Inspiration.
This One Is Built for Decisions.
| Most Retreats | Level Up - Next Level Retreat |
|---|---|
| Inspiration-first | Decision-first |
| Generic frameworks | Real problems, real solutions |
| Mixed experience levels | Curated peer cohort |
| Networking-forward | Confidential, facilitated work sessions |
| Temporary motivation | 90-day action plans |
You don’t need more content. You need better conversations.
This Is a Working Retreat, Not a Motivational Event.
Level Up is designed for executive women and established entrepreneurs who need peer-level strategy, real clarity, and meaningful decisions.
Up to 15 carefully curated leaders
Facilitated strategic discussions—not open-ended chatter
Bring your real leadership or business challenges
Peer-level insight from women operating with real responsibility
Candid, confidential dialogue—the kind you can’t have inside your organization
Structured thinking time—space to step out of the noise and into clarity
Decisions made, not deferred—with clear priorities for what comes next
You don’t come to consume content. You come to solve the problems that actually matter to you.
The Level Up Agenda
Three days. Zero fluff. One outcome: decisions that move your business and career forward.
This is not another retreat filled with motivation and generic frameworks. You arrive with your real constraints. You leave with clarity, solutions, and a 90-day action plan you can execute the moment you get home.
Every session is built around the challenges you’re actually carrying. The ones too complex for your team, too high-stakes for advisors, and too isolating to solve alone. Expertly facilitated, delivering signature Chief Dream Officer concepts that force you to confront what’s possible when you stop playing small.
Day 1: Clarity
Check-in begins at 12:00 PM | Private luxury estate
You settle in, meet your 14 peers (all at your exact level of accountability), and immediately begin the strategic diagnosis that most leaders never allow themselves to do.
- • Afternoon: Strategic diagnosis workshop – name the real constraint holding your organization (or your role) back. Leadership? Organizational? Business model? You’ll surface the issue you’ve been avoiding.
- • 5:30 PM: Dinner with private chef
- • Evening session (post-dinner): Chief Dream Officer Content. You’ll dismantle the invisible ceilings you’ve accepted and reframe what “next level” actually looks like for you and your company.
What you walk away with at the end of Day 1
A precise diagnosis of your single biggest constraint (no more vague frustration)
Clarity on the avoided conversation or decision that’s quietly costing you momentum
First-layer peer insight from leaders who actually understand your world
Day 2: Solutions
Full-day working workshop
This is the day the cohort becomes your private think tank. You bring your toughest, most complex challenge. The room works on it with you—trade-offs, blind spots, decision paths—under structured facilitation that keeps the conversation at the highest strategic level.
Your facilitators will lead targeted communication and leadership modules that translate your new clarity into executable moves. No slides. No theory. Real-time problem-solving on the issues that keep you up at night.
What you walk away with at the end of Day 2
Multiple viable solution paths for your biggest challenge, pressure-tested by peers who run at your level
Clear trade-off analysis and next-move recommendations you can defend to your board or team
Strengthened communication frameworks that let you lead the hard conversations you’ve been postponing
Day 3: Action
Morning workshop | Checkout at 12:00 PM
No loose ends. You convert everything from the previous two days into a concrete 90-day action plan: priorities ranked, owners assigned (starting with you), milestones set, and accountability structures locked in.
Final peer roundtable & closing session ensures the plan is realistic, ambitious, and actually yours. You leave with everything you need to execute—no more “figuring it out alone.”
What you walk away with at the end of Day 3
Your personal 90-day action plan with clear priorities, metrics, and ownership
A confidential peer network you can call on for the next hard decision (this cohort stays connected)
The confidence and strategic conviction that only comes from doing the real work in a room that matches your level
The Environment
Private, distraction-free setting • Confidential conversations • Structured expert facilitation • Deep strategic work, no fluff
Your Sanctuary for Strategy
We’re finalizing the private luxury estate now. Photos and full details will be shared with accepted guests.
Private Chef
Gourmet meals provided
Luxury Accommodations
Private comfort & rest
Workspaces
High-speed wifi & focus zones
Sprawling Grounds
Nature walks & reflection
What You Walk Away With
This isn’t about how inspired you feel. It’s about what changes when you get back.
Clear priorities for the next 90 days
Decisions made—not deferred
Strategic insight from peers at your level
Confidence in your next moves
A network of women who understand the weight you carry
This retreat is built to help you leave with sharper thinking, stronger decisions, and a plan you’ll actually execute.
The Quality of the Room Determines the Quality of Your Thinking.
You’ll be in a room with women who:
- Lead companies, divisions, functions, or established businesses
- Carry real accountability for revenue, budget, people, and outcomes
- Think strategically and speak candidly
- Value confidentiality, depth, and real progress
When the room is right:
- Conversations go deeper
- Solutions emerge faster
- You stop second-guessing yourself
This is what most leaders are missing. And why this room exists.
Meet Your Facilitators
Sandra Coker
Sandra Coker is a leadership expert and trusted advisor to executives. She’s worked with CEOs, presidents, and senior leaders for decades—helping them build strong teams, make tough decisions, and lead with clarity.
Sandra personally curates each Level Up cohort and facilitates every session.
Her role: Create the space. Protect the room. Ensure real work gets done. She doesn’t perform. She facilitates.
Nancy Cantor
Nancy Cantor is a leadership and communication consultant and the founder of Cantor Consulting. She works with leaders and teams to strengthen collaboration, elevate leadership effectiveness, and communicate with clarity and confidence—especially in moments that matter most.
Nancy brings practical strategies and real-world insight into every session.
Her role: Create clarity. Strengthen connection. Support meaningful progress. She doesn’t lecture. She facilitates.
Investment
This is an application, not a registration.
What’s Included
3 days of executive-level facilitation
A curated cohort of up to 15 peer leaders
Strategic problem-solving on your real challenges
A 90-day action plan
An ongoing peer network
For the right woman, this isn’t just a retreat. It’s a room to think clearly, speak honestly, and make decisions that move everything forward.
How to Apply
Submit your application below.
The team reviews it personally to protect the quality of the room.
If you’re a fit, you’ll receive your next steps and logistics immediately.
Submit Your Application
Investment: $2,997 • Applications reviewed personally