@efavreau ,
$job.earliestTime$ and $job.latestTime$ are both job information tokens and they do not work with Dashboards Scheduled PDF Delivery.
The above tokens give information about specific search jobs and a Dashboard is made up of multiple Reports which in turn has multiple searches.So it cannot extract specific search job information. Because of which we are getting some weird results.
The below document clearly states Job information tokens are not supported for Scheduled PDF Delivery for Dashboards:
https://docs.splunk.com/Documentation/Splunk/7.0.13/Alert/EmailNotificationTokens
Category, Context: Alert Actions, Context: Scheduled Reports, **Context: Scheduled PDF delivery**
Search metadata, Yes, Yes, Yes
**Search results**, Yes, Yes, **No**
**Job information**, Yes, Yes, **No**
Server information, Yes, Yes, Yes
Dashboard information, No, No, Yes
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