I have posted a draft page[1] which will evolve into a checklist and linky portal, to help guide how to plan and run an offsite. It is a very early work in progress, but I hope to flesh it out substantially over the next week or two. At that point, I'll declare the related phab task[2] done. If you feel motivated to contribute, feel free to add to the checklist, or comment on the talk page.
As a side note, there are other initiatives in the foundation also aimed at documenting or improving the processes for offsites. This (TPG) part will focus mostly on the content and outcomes. [1] https://www.mediawiki.org/wiki/Team_Practices_Group/Planning_offsites [2] https://phabricator.wikimedia.org/T138777 Kevin Smith Agile Coach, Wikimedia Foundation
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