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How I Prepped For My CEO Retreat

December 10, 2024

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Have you ever dreamed of stepping away from the chaos of daily life to create a peaceful and productive retreat for yourself? Maybe it felt impossible or too complicated. But what if I told you it’s absolutely possible to create your own retreat, even while managing a home and a busy schedule? In today’s post, I’m spilling all the details about how I prepare for my annual CEO Retreat—including the one I’m about to step into for 2024. Whether you’re planning a solo retreat, doing it with friends, or simply curious about how it’s done, you’ll walk away with actionable tips to plan your own intentional time away.

Listen Below For The Entire Episode On The Systemize Your Life Podcast

Step 1: Preparing For The Retreat Itself

The first major category of prep involves setting up the retreat experience. Here are the key elements to consider:

  1. Create A Workbook

    Having a workbook to guide your retreat is a game changer. In my first year, I used a simple paper planner, but over time, I’ve refined the process and now use a customized, beautifully designed workbook created in Canva. You don’t need anything fancy to start—even a Google Doc will work. Begin by listing what you want to walk away with from the retreat. A pen-to-paper approach enhances the experience, making it feel more luxurious and intentional.

  2. Set A Schedule

    Block out time for reflection, planning, and creativity. Whether your retreat is a few hours, a full day, or several days, schedule your activities. I follow a five-day format (Tuesday through Saturday), but you can tailor it to your needs. Brainstorm what you’d like to accomplish and create a structure to stay focused.

  3. Choose The Right Environment

    If staying overnight, pick a space that sparks creativity. An inspiring Airbnb or similar setting can elevate the retreat. If you’re not staying overnight, find a beautiful location where you can spend the day undistracted. Your environment should encourage reflection and big-picture thinking.

  4. Plan Nourishing Meals

    Food matters! I prioritize meals and snacks that feel indulgent but energizing. Whether you’re preparing for yourself or a group, include nourishing options that make you feel pampered.

  5. Bring Your Planner

    Having your upcoming year’s planner is a must. I use this time to align my goals and dreams, making sure everything is fully integrated before setting ambitious objectives for the next year.

  6. Review The Past Year

    Prepare a recap of your accomplishments, including key performance indicators (KPIs) and tracked goals. This provides a clear picture of what worked and what needs adjustment.

  7. Make Necessary Reservations

    If you’re hosting a group, book dinners, private rooms, or conference spaces as needed. Larger groups often require more coordination, but smaller gatherings can be flexible.

Step 2: Preparing Your Business

Taking time away from your business requires preparation to ensure a smooth transition and return.

  1. Batch Tasks

    Complete key tasks ahead of time to prevent a buildup while you’re away. For example, schedule social media posts, pre-write emails, or batch-create content.

  2. Communicate Time Off

    Notify clients, team members, or anyone who depends on you that you’ll be unavailable. Whether you work solo or have a team, setting clear expectations is critical.

  3. Choose The Right Timing

    Avoid scheduling your retreat during busy periods like major launches or sales. Instead, pick a time when your workload is lighter.

  4. Optional: Plan A Brand Photoshoot

    While optional, a photoshoot can elevate the retreat’s energy and give you fresh content for marketing. If this feels overwhelming, skip it, but if you’re up for the challenge, prepare your outfits, shot list, and any props in advance.
"The best ideas often come when you step away from the day-to-day grind and give yourself permission to think bigger." Chelsi Jo

Step 3: Preparing Your Home

Leaving your home in a state of calm and organization helps you fully enjoy your retreat. Here’s how I prepare:

  1. Deep Clean & Tidy Up

    This step is primarily for my peace of mind. Coming home to a clean, organized space allows me to transition back into daily life smoothly.

  2. Plan Meals Together

    Instead of prepping all the meals myself, my family and I plan meals together. This collaborative approach ensures they feel confident handling meals while I’m away. For example, my daughter requested a butternut squash dish she loves, so my husband learned how to prepare it.

  3. Sync Schedules

    Ensure everyone in the household knows the plan. Align calendars to minimize chaos during and after your retreat.

  4. Involve Your Family

    Collaborating with your family on prep tasks not only lightens your load but also creates a sense of shared responsibility. Whether it’s grocery shopping or meal planning, involving them makes the experience smoother.

Step 4: Preparing Your Physical & Mental Health

The success of your retreat depends on how you feel—both physically and mentally. Here’s how I prepare myself:

  1. Prioritize Rest & Sleep

    The days leading up to your retreat can be busy, so I focus on getting quality rest to ensure I have the energy to fully engage. This might mean adjusting my bedtime routine or taking a short nap if needed.

  2. Stay Active

    Light movement like yoga, stretching, or a walk can help center my mind and body. I avoid overexerting myself but still make time for activity to reduce stress.

  3. Practice Mindfulness

    Meditation or journaling before the retreat helps me enter a reflective state. I spend time identifying what’s on my mind and releasing unnecessary worries to stay focused during the retreat.

  4. Pack Personal Comfort Items

    Comfort items like cozy socks, essential oils, or a favorite tea help create a relaxing environment. I also pack a reusable water bottle to stay hydrated throughout the retreat.

  5. Set An Intention

    Finally, I set a clear intention for the retreat. Whether it’s gaining clarity on a big decision or simply resetting, this helps me stay grounded and present.

Final Thoughts

Planning a CEO retreat may feel daunting at first, but with intentional preparation, it becomes an invaluable opportunity to reflect, reset, and dream big for the year ahead. Whether you’re doing it solo or with a group, these steps will guide you in creating a retreat experience that energizes and inspires you.

Do you feel inspired to plan your own CEO retreat? Make sure you listen to episode 364 where I share my fourth CEO Retreat recap, along with everything I did to grow personally and professionally.

And if you’re ready to scale the systems in your home and your business, come join me inside of Systemize to Scale so you can get consistent in your business without sacrificing your family.

Plan Your Own CEO Retreat for Intentional Time Away

What should I bring to a CEO retreat?

Key items include a notebook or planner, a laptop or tablet, any relevant financial or business reports, personal comfort items, and a mindset prepared for reflection and strategy.

How can I ensure I make the most out of the retreat?

Set clear goals beforehand, actively participate in discussions, network with other attendees, and take detailed notes to implement ideas when you return.

Should I focus on personal or business growth during the retreat?

Most CEO retreats blend personal development with business strategy. Be open to both and prioritize areas that align with your immediate and long-term goals.

What’s one mistake to avoid during a CEO retreat?

Going in without a clear purpose. Before the retreat, define what you want to gain—whether it’s clarity on a project, a new strategy, or personal insights.

Plan Your Own CEO Retreat While Managing your Home & Busy Schedule
CEO Retreat - How to prepare, plan & organize your own intentional time away

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