How to automatically send the email notification to Project Lead once the roadmap of related Project is overdue?

Currently, I am using the Road Map gadget of JIRA to monitor the project roadmap and remind the team to update the project release date if the roadmap is outdated.

The problem is that it is too time-consuming to send email reminder manually to project lead by myself, however the "Release date" is a metadata which cannot be filtered via JQL. Is there any solutions to achieve the automated reminder in JIRA system whenever an outdated product version appears?

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By project release date, do you mean the release date of the versions? If so, have a look at JQL Tricks Plugin and it has a few methods which you might be interested in.

Something like:

issue in versionsAfterDate(2d)

to get issues in versions releasing after the next 2 days.

issue in releasedOn(2d)

to get issues in versions releasing in 2 days from now.

It is a commerical plugin btw!

Thanks for your warm reply, I am wondering if there is a way to categorize the data of "Road Map Gadget" on basis of different Project Lead, then project leads can use this "Road Map Gadget" to easily self-monitor the roadmaps of their own projects.

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