diff --git a/src/main/java/seedu/waddle/commons/core/index/MultiIndex.java b/src/main/java/seedu/waddle/commons/core/index/MultiIndex.java
index d56c5c4591a..523e1a86d5c 100644
--- a/src/main/java/seedu/waddle/commons/core/index/MultiIndex.java
+++ b/src/main/java/seedu/waddle/commons/core/index/MultiIndex.java
@@ -9,7 +9,7 @@
 public class MultiIndex {
     public static final String MESSAGE_CONSTRAINTS =
             "Index should only contain positive integers separated by a decimal point";
-    public static final String VALIDATION_REGEX = "\\d+\\.\\d+";
+    public static final String VALIDATION_REGEX = "\\d+\\.?\\d*";
     private List<Index> indices;
 
     public MultiIndex() {
diff --git a/src/main/java/seedu/waddle/logic/parser/AddItemCommandParser.java b/src/main/java/seedu/waddle/logic/parser/AddItemCommandParser.java
index 33d7439cf17..ffdbe110e77 100644
--- a/src/main/java/seedu/waddle/logic/parser/AddItemCommandParser.java
+++ b/src/main/java/seedu/waddle/logic/parser/AddItemCommandParser.java
@@ -37,6 +37,7 @@ public AddItemCommand parse(String args) throws ParseException {
 
         String description = ParserUtil.parseDescription(argMultimap.getValue(PREFIX_DESCRIPTION).get());
         Priority priority;
+
         if (arePrefixesPresent(argMultimap, PREFIX_PRIORITY)) {
             priority = ParserUtil.parsePriority(argMultimap.getValue(PREFIX_PRIORITY).get());
         } else {
@@ -54,7 +55,7 @@ public AddItemCommand parse(String args) throws ParseException {
         if (arePrefixesPresent(argMultimap, PREFIX_DURATION)) {
             duration = ParserUtil.parseDuration(argMultimap.getValue(PREFIX_DURATION).get());
         } else {
-            duration = null;
+            duration = ParserUtil.parseDuration("0");
         }
 
         Item item = new Item(description, priority, cost, duration);
diff --git a/src/main/java/seedu/waddle/logic/parser/ParserUtil.java b/src/main/java/seedu/waddle/logic/parser/ParserUtil.java
index 356da6fe663..a2fba43493b 100644
--- a/src/main/java/seedu/waddle/logic/parser/ParserUtil.java
+++ b/src/main/java/seedu/waddle/logic/parser/ParserUtil.java
@@ -199,19 +199,6 @@ public static Cost parseCost(String cost) throws ParseException {
         return new Cost(trimmedCost);
     }
 
-    /**
-     * Parses a {@code int Day Number}.
-     * Leading and trailing whitespaces will be trimmed.
-     */
-    public static DayNumber parseDayNumber(String dayNumber) throws ParseException {
-        requireNonNull(dayNumber);
-        String trimmedDayNumber = dayNumber.trim();
-        if (!DayNumber.isValidDayNumber(trimmedDayNumber)) {
-            throw new ParseException(DayNumber.MESSAGE_CONSTRAINTS);
-        }
-        return new DayNumber(trimmedDayNumber);
-    }
-
     /**
      * Parses a {@code String duration} into a {@code Duration}.
      * Leading and trailing whitespaces will be trimmed.
@@ -227,6 +214,19 @@ public static Duration parseDuration(String duration) throws ParseException {
         return new Duration(trimmedDuration);
     }
 
+    /**
+     * Parses a {@code int Day Number}.
+     * Leading and trailing whitespaces will be trimmed.
+     */
+    public static DayNumber parseDayNumber(String dayNumber) throws ParseException {
+        requireNonNull(dayNumber);
+        String trimmedDayNumber = dayNumber.trim();
+        if (!DayNumber.isValidDayNumber(trimmedDayNumber)) {
+            throw new ParseException(DayNumber.MESSAGE_CONSTRAINTS);
+        }
+        return new DayNumber(trimmedDayNumber);
+    }
+
     /**
      * Parses a {@code String startTime} into a {@code StartTime}.
      * Leading and trailing whitespaces will be trimmed.
diff --git a/src/main/java/seedu/waddle/model/item/Day.java b/src/main/java/seedu/waddle/model/item/Day.java
index 2148ec8803f..7b36e89558c 100644
--- a/src/main/java/seedu/waddle/model/item/Day.java
+++ b/src/main/java/seedu/waddle/model/item/Day.java
@@ -90,9 +90,12 @@ public ArrayList<Item> getConflictingItems(Item newItem) {
             // same start time
             boolean sameStartTime = item.getStartTime().equals(newItem.getStartTime());
             // start time of new item is within the duration of a preceding item
-            boolean startTimeConflict = newItem.getStartTime().isBefore(item.getEndTime());
+            boolean startTimeConflict = newItem.getStartTime().isAfter(item.getStartTime())
+                && newItem.getStartTime().isBefore(item.getEndTime());
             // end time of new item eats into a proceeding item
-            boolean endTimeConflict = newItem.getEndTime().isAfter(item.getStartTime());
+            boolean endTimeConflict = newItem.getEndTime().isAfter(item.getStartTime())
+                    && newItem.getEndTime().isBefore(item.getEndTime());
+
 
             if (sameStartTime || startTimeConflict || endTimeConflict) {
                 conflictingItems.add(item);