@Clint Neal, You could create a series of date fields for each type of 'due date' you need. They would show up in the date section of your issues and could easily be reported on or subscribed to using filter subscriptions.
Ok sorry being new at this - would u use a power up like custom fields or just type dates next to check list items in a card then use a filter power up? Sorry I am pretty familiar w/ Trello but this has been a road block since we need quite a few due date reminders in place from beginning.
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