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EPISODE · Sep 23, 2025 · 39 MIN

How to Have a Successful Team Offsite

from The Leadership Growth Podcast · host Daniel & Peter Stewart

No one attends a team offsite wanting it to be a failure, says Daniel. Unsuccessful offsites are perceived as “a bad waste of time.”So what makes an offsite successful–and how can an offsite have a lasting, positive impact on your team or organization?In this episode, Daniel and Peter break down the elements of a successful team offsite and give suggestions for how to make your next one the best yet.Tune in to learn:The value of including all participants in the planning processWhat an offsite is NOT good forImportant ground rules that help guide discussionPlus, some reflections on an insightful quote from Robert Frost, including what it says about delegation and manager wellbeing.Questions, comments, or topic ideas? Drop us an e-mail at [email protected] this episode::50 – Insight of the Week5:23 – Topic: How to Have a Successful Team Offsite9:46 – The Right Preparation17:10 – The Right People20:11 – The Right Facilitator28:43 – The Great Pivot32:43 – Ground Rules37:10 – Lightning RoundResources:Robert Frost Biography, The Poetry FoundationStewart Leadership Insights and Resources:How to Hold a Great Strategic Planning Offsite Meeting6 Reasons Your Next Meeting Should Be an OffsiteWhy Your Offsite Needs an Outside FacilitatorHow Offsites Can Jumpstart Leadership Development5 Ways Leaders Can Better Manage Feeling OverwhelmedThe Manager Crisis: 3 Areas that Need AttentionHow to Delegate Like a ProIf you liked this episode, please share it with a friend or colleague, or, better yet, leave a review to help other listeners find our show, and remember to subscribe so you never miss an episode. For more great content or to learn about how Stewart Leadership can help you grow your ability to lead effectively, please visit stewartleadership.com and follow us on LinkedIn, Instagram, and YouTube. 

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How to Have a Successful Team Offsite

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This episode is 39 minutes long.

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This episode was published on September 23, 2025.

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No one attends a team offsite wanting it to be a failure, says Daniel. Unsuccessful offsites are perceived as “a bad waste of time.”So what makes an offsite successful–and how can an offsite have a lasting, positive impact on your team or...

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