can Jira send automatic email notifications to only Assignee for scenarios like below
Yes! You can go to the Project Settings > Automation and create something similar to what I just created for you:
This is the less tricky one:
Let me know if something is unclear and I can help better
You could use the automation like Kristina mentioned or use a filter subscription to the jira groups with the assignee = currentuser() criteria.
But the key is the JQL.
For duedate crossed -> assignee = currentUser() and duedate < now() and resolution is empty
For startdate is one month ahead -> assignee = currentuser() and "Start date" > startOfDay(30) and resolution is empty
If you decided to use automation, remove the assignee criteria from the above jqls.
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