Hello Vincent,
With regards to the current assignee is always proposed by the transition screen, this would indeed be the expected behavior of JIRA. This behavior can also be seen from edit issue screen whereby the fields are pre-populated with the existing values from the database.
The properties (jira.permission.assignable.projectrole.1=10100;jira.permission.assignable.projectrole.1=10101; ...) will be taken into consideration after the transition is attempted and not when the edit or transition screen is brought up.
As of now, I can't think of a way to remove the current field values during the edit or transition screen. This is not a feature that is natively available in JIRA. Perhaps there are some plugins that can achieve this.
I hope my explanation provides you with information on why the behavior is happening as observed right now.
Best regards,
Lenard
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