diff --git a/src/main/java/seedu/cafectrl/CafeCtrl.java b/src/main/java/seedu/cafectrl/CafeCtrl.java
index f5700b6650..c2fe25111b 100644
--- a/src/main/java/seedu/cafectrl/CafeCtrl.java
+++ b/src/main/java/seedu/cafectrl/CafeCtrl.java
@@ -30,11 +30,11 @@ public class CafeCtrl {
     private CafeCtrl() {
         this.ui = new Ui();
         this.storage = new Storage(this.ui);
-        this.currentDate = new CurrentDate();
         this.sales = new Sales();
         this.menu = this.storage.loadMenu();
         this.pantry = this.storage.loadPantryStock();
         this.sales = this.storage.loadOrderList(menu);
+        this.currentDate = new CurrentDate(sales);
     }
     
     /**
diff --git a/src/main/java/seedu/cafectrl/data/CurrentDate.java b/src/main/java/seedu/cafectrl/data/CurrentDate.java
index e083b05a41..a7131a5e7d 100644
--- a/src/main/java/seedu/cafectrl/data/CurrentDate.java
+++ b/src/main/java/seedu/cafectrl/data/CurrentDate.java
@@ -1,11 +1,16 @@
 package seedu.cafectrl.data;
 
+import java.util.ArrayList;
+
 public class CurrentDate {
     private int currentDay;
 
     public CurrentDate() {
         currentDay = 0;
     }
+    public CurrentDate(Sales sales) {
+        setDate(sales);
+    }
 
     public void nextDay() {
         currentDay += 1;
@@ -18,4 +23,15 @@ public void previousDay() {
     public int getCurrentDay() {
         return currentDay;
     }
+
+    /**
+     * Sets the current date to the latest date the user left off
+     *
+     * @param sales Used to access the number of orderlist created
+     */
+    public void setDate(Sales sales) {
+        ArrayList<OrderList> orderLists = sales.getOrderLists();
+        int orderListsSize = orderLists.size();
+        currentDay = orderListsSize - 1;
+    }
 }