If a condition or loop action is created or edited with the condition builder so more than one evaluation is to be made, the "Date/Time" description in both the condition builder dialog and the action list use "Less Than" and "Greater Than", rather than the current "Before" and "After".
E.G.
Begin Date Compare : [t] Is Before Current Date/Time
vs
Begin Condition : [t] Is Less Than Current Date/Time OR [t] Is Greater Than Current Date/Time
The same applies to the "Or Equals" variations.
EDIT: Fixed in v1.8.5.6