Hi @Kristine
It's Mary from Planyway power-up for Trello.
As an alternative solution, you may try Planyway which visualizes checklist items with start and end dates on both calendar and timeline view. You can also drag&drop them right from the board.
@Kristine Welcome to the Atlassian community
Advanced checklists are shown in the Calendar View for Premium and Enterprise Workspaces with access to Views. Do you currently have a Premium or Enterprise subscription?
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@Kristine is this issue on all board? Do you own the board?
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