Comprehensive Detailed Explanation with References
Step 1 - Review File2 contents
File2 contains 3 IP addresses.
Step 2 - Review DLP rules and priorities
RuleConditionPolicy TipStop Processing?Priority
Rule11 or more IP addressesTip1No0
Rule23 or more IP addressesTip2Yes1
Rule32 or more IP addressesTip3No2
Step 3 - Rule evaluation order
Advanced DLP rules are processed by priority order (lowest number first).
Rule1 (Priority 0) will trigger because File2 has at least 1 IP address.
This applies Tip1.
However, Rule1 has Stop Processing = No, so evaluation continues.
Rule2 (Priority 1) will also trigger because File2 has 3 IP addresses (#3).
This applies Tip2.
Rule2 has Stop Processing = Yes, so evaluation stops after this.
Rule3 (Priority 2) will not be evaluated because Rule2 stopped processing.
Step 4 - Final outcome
File2 matches Rule1 (Tip1), but since Rule2 fires afterward with Stop Processing = Yes, only Tip2 is applied.
Step 5 - Microsoft Reference
From Microsoft docs: "When a rule is configured to stop processing, subsequent rules are not evaluated and only the policy tip from the last triggered rule with stop processing applies." Reference: Order of rule processing in DLP policies