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Let me explain!
I have created two plans for now - a top level roadmap using Legends (above Epics).
I have created a website dev plan which has gantt-style placements by me to show start and end dates for each story within an epic. All placed manually by me.
I want to link the epic in website dev plan to a legend in the top level roadmap plan and have it display the timing placements above.
Currently it shows the issues but NOT the timing placements.
Is that possible?
I wondered if I should be using the Roadmap feature for each Board instead of a plan, but I don't understand if that actually feeds up to plans either.
Unfortunately, I have not found a way around this. Within each plan, assuming you have a new enough Advanced Roadmaps version, there is an option to "Roll-up Dates" option under the View Settings drop down. This will do what provide what you're looking for but only for that specific plan. That feature does NOT write the rolled-up dates back into the JIRA database and thus any other plan is unaware of the rolled-up date.
Even with an Advanced Roadmap "Program" (which is the built in function to combine multiple Plans), the rolled-up date information is not represented in the larger Program UNLESS you manually change the Issue dates to match the roll-up representation.
I believe there is an improvement idea out there to provide a means to take the roll-up dates from a plan and write them back into the database thus allowing them to show up on other plans/programs, but don't think it's gained much traction.