data generated on http://beta.json-generator.com/ with the following script:

{
  data: [
    {
      'repeat:31': {
        date: '10/{{index()+1}}/2015',
        miles_driven: '{{integer(0,100)}}',
        trips: function (tags) {
          var leftover_miles = this.miles_driven;
          var trips = [];

          while (leftover_miles > 0) {          
            var min = Math.min(10, leftover_miles);
            var max = Math.min(25, leftover_miles);
            var tripMiles = tags.integer(min, max);

            leftover_miles = leftover_miles - tripMiles;

            trips.push({
              miles_driven: tripMiles
            });
          }

          var hour = 10;
          var segment = Math.floor(23/trips.length);
          for(var i = 0; i < trips.length; i++) {
            hour = hour + tags.integer(0, segment);
            var minute = tags.integer(0, 59);
            if (minute < 10) {
              minute = '0' + minute;
            }

            trips[i].time = hour + ':' + minute;
          }

          return trips;
        }
      }
    }
  ]
}