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[backport checklist] Add when/why guidance to checklist comment - #20605

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mrodm wants to merge 3 commits into
elastic:mainfrom
mrodm:update_checklist_comment
Open

[backport checklist] Add when/why guidance to checklist comment#20605
mrodm wants to merge 3 commits into
elastic:mainfrom
mrodm:update_checklist_comment

Merge remote-tracking branch 'upstream/main' into update_checklist_co…

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