It's possible for content to match several rules in a DLP policy, but only the policy tip from the most restrictive, highest-priority rule will be shown. For example, a policy tip from a rule that blocks access to content will be shown over a policy tip from a rule that simply sends a notification. This prevents people from seeing a cascade of policy tips.
https://learn.microsoft.com/en-us/microsoft-365/compliance/use-notifications-and-policy- tips?view=o365-worldwide