How to Prepare for Your Next Leadership Retreat

San Diego Leadership Retreat
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Mitchell Simon December 19, 2018  San Diego, CA

If you are an executive or leader looking to plan your company’s next leadership retreat, there are probably a lot of questions on your mind:

  • Where should you go?
  • How much is this going to cost?
  • What is the benefit of this retreat to our company?
  • What is the ROI of the retreat?

But have you stopped to ask yourself

How do I prepare my people to show up at the retreat, such that I will get the “ROI?”

Think about it, when you go on a vacation, you prepare for it. You pack your bags, you go shopping to get any last things you need. Then, you set your intentions to have a great vacation. Also, you think about the activities will make you feel excited, relaxed, comforted, intimate, and joyful. 

But, do you put as much planning and intention into your leadership retreats as you do on your vacations?

When it comes to the cost of a leadership retreat, your company is likely to spend upwards of $20,000 for a corporate retreat.

Most likely, you have the location, the retreat objectives, the meals ordered, and the date set. 

Still, you have one more thing to do.

In addition to those details, you must prepare yourself and your people for who you want to be and how you want to show up at the retreat.

To prepare yourself to maximize the time, money and energy, ask the following questions of all the players BEFORE you set foot in “retreat-land.”

5 Questions Your Team Should Answer Before Your Next Leadership Retreat

1. How will you show up for this retreat?

Will you be committed, excited, purposeful, fun, hopeful?

2. What questions will you be ready to ask and to whom?

Will you be curious, hold others accountable, delve deeper?

3. What questions should you be prepared to answer?

Will you be honest, vulnerable, interested?

4. What mood do you want to set for this retreat?

Will you contribute to a mood of inquiry, joy, family, collaboration?

5. What will be your contribution?

Will you lead, follow, share information, reveal, confess?

Last month, we worked with a team as they prepared for their leadership retreat to answer these of questions. In showing up for their retreat we got answers such as:

  • “I want to be the person who shows up with total honesty and accountability without fear of consequence.”
  • “I want to show up with energy and connect with every leader in the room”
  • “I want to show up and hold nothing back, I want to be transparent, and get comfortable getting to know each other.”

After we completed the team’s retreat, each leader showed up exactly how they said they would.  As a result, their involvement matched their intention!  The client received the ROI, because the players were committed to the outcome.

Whether you are ready to come visit sunny San Diego for your next retreat, or another great spot, if you answer these five questions prior to the retreat, you will be well on your way to planning and preparing for a great retreat for your company.

3 Minute Team Coaching Session on Preparing for their retreat:

To learn more about our leadership retreats 👇

San Diego Executive | Corporate | Team Building & Leadership Retreats

Also, to learn about the types of conversations we have at retreats to help set up leadership teams for success. Download our 10 Conversations here.

Finally, you can view retreat planning tips on corporate

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