Current setup:
DLP1 (priority 0, Rule1) # Stop processing additional rules enabled # means if Rule1 matches, later rules (including Rule2 with Tip2) will never be evaluated.
Requirement: Ensure that if all rules match, the user sees Tip2 (Rule2's policy tip).
To fix this: Move DLP2 above DLP1 in priority (i.e., set DLP2 = priority 0). Then Rule2 will be evaluated first, and its policy tip (Tip2) will be displayed.
Why not others?
B). Prevent additional processing of the policies if there is a match for Rule2: That would stop processing later, but DLP1 would still block earlier due to its higher priority.
C). Change the priority of DLP2 to 3: That pushes it even lower, making it worse.
D). Enable additional processing for Rule1: Rule1 already has stop processing enabled. Changing that does not ensure Rule2 runs before Rule1, because priority is evaluated first.
Reference:
Microsoft Learn: Order of rule processing in DLP
# Policies with lower priority numbers run first, and "Stop processing" ends evaluation.