The Instructure Product Team is working on implementing a better solution to collect your feedback. Read Shiren's blog for more information.
Currently, walkthroughs only show once when a user sees the walkthrough for the first time. Once they have gone through the walkthrough, they cannot see the message again. We would be able to use walkthroughs for use cases if there's an option for users to prompt the walkthrough to show for them again if they need just-in-time/quick help.
To have settings/checkbox that an admin can toggle ON/OFF on the message/walkthrough (like how feedback can be toggled) as an option for target users to select if they want to show the walkthrough again at a later time. For example: have an option at the message that displays "End Walkthrough" for a user to select a checkbox for "Show again later" or have them select "Do not show again".
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