Passports, Profits and Pixie Dust | Business Systems, Coaching & Marketing for Female Entrepreneurs

431: The Magic of a Year-End CEO Retreat (Even if it’s Just You + a Coffee Shop)


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Ever feel like you’re sprinting into the end of the year instead of intentionally stepping into it like the CEO you truly are? In this episode, Lindsay shares one of her FAVORITE year-end traditions—the CEO retreat. And no… it doesn’t require a fancy hotel, a five-figure mastermind, or a flight to a tropical destination.

A CEO retreat can be as simple as you + a cozy coffee shop + a peppermint latte + a notebook. What makes it magical is not the location—it’s the space you give yourself to reflect, dream, plan, and realign.

Lindsay breaks down the FIVE steps to hosting your own meaningful, productive, and magical CEO retreat (Disney-style ✨), complete with practical prompts and inspiration from how Disney Imagineers and leadership teams plan, evaluate, and dream up next-level experiences.


In This Episode, You’ll Learn:

1. How to Reflect on the Past Year Like a Disney Pro

Take inventory of your wins, lessons, and flops—just like Disney evaluates which shows, snacks, or events resonated each season.

2. How to Reconnect With Your Big Vision

Revisit your “why” and make sure your business still aligns with the long-term mission you’re creating—because just like Walt said, Disneyland will never be finished.

3. How to Choose Your 3 CEO Priorities for the New Year

Too many goals = diluted magic. Lindsay teaches you how to set focused priorities that support real momentum.

4. How to Map Out Your Profit Plan for the Year

Design a simple quarterly roadmap so you know what you’re launching, when you’re selling, and how your offers support your revenue goals.

5. Why Fun, Magic, and Joy Should Be a CEO Strategy

Sprinkling in more ease, play, and magic isn’t optional—it’s fuel that helps you create a sustainable business you actually love.


🌟 Your CEO Retreat Challenge

Schedule your retreat! Block it in your calendar—

☕ A coffee shop morning

📚 A few quiet hours at the library

🏡 An overnight solo Airbnb stay

🕯️ Or a cozy night at home with candles + your journal

Give yourself the space to reflect, plan, and dream big.


💫 Join the Social Sales Studio

Ready to turn your CEO retreat ideas into an actual plan you can follow? Join The Social Sales Studio, Lindsay’s monthly membership for women entrepreneurs who want simplified marketing, done-for-you content, and systems that create consistent visibility + leads.

Inside you'll get:

✨ monthly plug-and-play content calendars

✨ the AI portal for unlimited content + emails

✨ templates, trainings, and co-working calls

✨ support to take the stress out of marketing

👉 Join here: https://www.lindsaydollinger.com/membership

Let’s make next year your most profitable—and most magical—year yet. ✨

Find me on IG: https://www.instagram.com/lindsaydollinger

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Passports, Profits and Pixie Dust | Business Systems, Coaching & Marketing for Female EntrepreneursBy Lindsay Dollinger

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