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Time Recording Validation Rule - Record Break

KristineH
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I have a requirement to ensure a user records a 30-minute break if worked 8.5 hours and a 1-hour break if worked 9 hours.  The break should be recorded in the 5th hour.  Is it possible to create a validation rule that looks at hours worked and checks to see if a break was added. 

Attached is the business rule I have attempted to configure but is not working as expected.

 
 

Thank You

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