To trigger a Ripple on a set date, create a query with the field Annual leave Start date and apply the filter Days After Anniversary.
Set the number of days after the Annual leave start date you want the Ripple to trigger.
Example: If the holiday year is set to January - December, filter the Annual Leave Start Date field by Days after Anniversary 90. This will bring the user into the query and trigger the Ripple on the 1st of April.