diff --git a/README.md b/README.md
index bb28fb1..431518c 100644
--- a/README.md
+++ b/README.md
@@ -469,6 +469,11 @@ RDP_TIMEOUT="30"
 # DEFAULT VALUE: '60'
 APP_SCAN_TIMEOUT="60"
 
+# WINDOWS BOOT
+# - The maximum time (in seconds) to wait for the Windows VM to boot if it is not running, before attempting to launch an application.
+# DEFAULT VALUE: '120'
+BOOT_TIMEOUT="120"
+
 ```
 
 > [!IMPORTANT]
diff --git a/bin/winapps b/bin/winapps
index 5779f3c..f7a5c0e 100755
--- a/bin/winapps
+++ b/bin/winapps
@@ -50,9 +50,11 @@ RDP_SCALE=100
 AUTOPAUSE="off"
 AUTOPAUSE_TIME="300"
 DEBUG="true"
+BOOT_TIMEOUT=120
 
 # OTHER
 FREERDP_PID=-1
+NEEDED_BOOT=false
 
 ### TRAPS ###
 # Catch SIGINT (CTRL+C) to call 'waCleanUp'.
@@ -323,6 +325,7 @@ function waCheckVMRunning() {
         if (virsh list --state-shutoff --name | xargs | grep -wq "$VM_NAME"); then
             dprint "WINDOWS SHUT OFF. BOOTING WINDOWS."
             notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
+            NEEDED_BOOT=true
             virsh start "$VM_NAME" &>/dev/null || EXIT_STATUS=$EC_FAIL_START
             if (virsh list --state-paused --name | xargs | grep -wq "$VM_NAME"); then
                 dprint "WINDOWS PAUSED. RESUMING WINDOWS."
@@ -344,6 +347,7 @@ function waCheckVMRunning() {
                         dprint "WINDOWS SHUT OFF. BOOTING WINDOWS."
                         notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
                         virsh start "$VM_NAME" &>/dev/null || EXIT_STATUS=$EC_FAIL_START
+                        NEEDED_BOOT=true
                         break
                     fi
                     sleep $TIME_INTERVAL
@@ -357,6 +361,7 @@ function waCheckVMRunning() {
                     dprint "WINDOWS DESTROYED. BOOTING WINDOWS."
                     notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
                     virsh start "$VM_NAME" &>/dev/null || EXIT_STATUS=$EC_FAIL_START
+                    NEEDED_BOOT=true
                 fi
             elif (virsh domstate "$VM_NAME" | xargs | grep -wq "dying"); then
                 dprint "WINDOWS DYING. WAITING."
@@ -372,6 +377,7 @@ function waCheckVMRunning() {
                             dprint "WINDOWS DESTROYED. BOOTING WINDOWS."
                             notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
                             virsh start "$VM_NAME" &>/dev/null || EXIT_STATUS=$EC_FAIL_START
+                            NEEDED_BOOT=true
                         fi
                         break
                     elif (virsh list --state-shutoff --name | xargs | grep -wq "$VM_NAME"); then
@@ -379,6 +385,7 @@ function waCheckVMRunning() {
                         dprint "WINDOWS SHUT OFF. BOOTING WINDOWS."
                         notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
                         virsh start "$VM_NAME" &>/dev/null || EXIT_STATUS=$EC_FAIL_START
+                        NEEDED_BOOT=true
                         break
                     fi
                     sleep $TIME_INTERVAL
@@ -395,6 +402,45 @@ function waCheckVMRunning() {
 
     # Handle non-zero exit statuses.
     [ "$EXIT_STATUS" -ne 0 ] && waThrowExit "$EXIT_STATUS"
+
+    # Wait for VM to be fully ready
+    if [[ "$NEEDED_BOOT" == "true" ]]; then
+        dprint "WAITING FOR VM TO BE FULLY READY..."
+        notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Waiting for Windows to be ready..."
+
+        TIME_ELAPSED=0
+
+        while (( TIME_ELAPSED < BOOT_TIMEOUT )); do
+            # Check if VM is running
+            if (virsh list --state-running --name | xargs | grep -wq "$VM_NAME"); then
+                # Try to connect to RDP port to verify it's ready
+                if timeout 1 bash -c ">/dev/tcp/$RDP_IP/$RDP_PORT" 2>/dev/null; then
+                    dprint "VM IS READY"
+                    notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Windows is ready."
+                    # Add a delay after Windows is ready
+                    if [ "$NEEDED_BOOT" = "true" ]; then
+                        sleep 10
+                    fi
+                    break
+                fi
+            fi
+
+            sleep 5
+            TIME_ELAPSED=$((TIME_ELAPSED + 5))
+
+            # Show progress every 30 seconds
+            if (( TIME_ELAPSED % 30 == 0 )); then
+                notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Still waiting for Windows to be ready... ($TIME_ELAPSED seconds elapsed)"
+            fi
+        done
+
+        # If we timed out waiting for the VM
+        if (( TIME_ELAPSED >= BOOT_TIMEOUT )); then
+            dprint "TIMEOUT WAITING FOR VM TO BE READY"
+            notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Timeout waiting for Windows to be ready. Please try again."
+            waThrowExit $EC_FAIL_START
+        fi
+    fi
 }
 
 # Name: 'waCheckContainerRunning'
@@ -426,6 +472,7 @@ function waCheckContainerRunning() {
             dprint "WINDOWS CREATED. BOOTING WINDOWS."
             notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
             $COMPOSE_COMMAND --file "$COMPOSE_PATH" start &>/dev/null
+            NEEDED_BOOT=true
             ;;
         "restarting")
             dprint "WINDOWS RESTARTING. WAITING."
@@ -436,6 +483,7 @@ function waCheckContainerRunning() {
                     EXIT_STATUS=0
                     dprint "WINDOWS RESTARTED."
                     notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Restarted Windows."
+                    NEEDED_BOOT=true
                     break
                 fi
                 sleep $TIME_INTERVAL
@@ -451,11 +499,13 @@ function waCheckContainerRunning() {
             dprint "WINDOWS SHUT OFF. BOOTING WINDOWS."
             notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Booting Windows."
             $COMPOSE_COMMAND --file "$COMPOSE_PATH" start &>/dev/null
+            NEEDED_BOOT=true
             ;;
         "dead")
             dprint "WINDOWS DEAD. RECREATING WINDOWS CONTAINER."
             notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Re-creating and booting Windows."
             $COMPOSE_COMMAND --file "$COMPOSE_PATH" down &>/dev/null && $COMPOSE_COMMAND --file "$COMPOSE_PATH" up -d &>/dev/null
+            NEEDED_BOOT=true
             ;;
         "unknown")
             EXIT_STATUS=$EC_UNKNOWN
@@ -464,6 +514,45 @@ function waCheckContainerRunning() {
 
     # Handle non-zero exit statuses.
     [ "$EXIT_STATUS" -ne 0 ] && waThrowExit "$EXIT_STATUS"
+
+    # Wait for container to be fully ready
+    if [[ "$CONTAINER_STATE" == "created" || "$CONTAINER_STATE" == "exited" || "$CONTAINER_STATE" == "dead" || "$CONTAINER_STATE" == "restarting" ]]; then
+        dprint "WAITING FOR CONTAINER TO BE FULLY READY..."
+        notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Waiting for Windows to be ready..."
+
+        TIME_ELAPSED=0
+
+        while (( TIME_ELAPSED < BOOT_TIMEOUT )); do
+            # Check if container is running
+            if [[ $("$WAFLAVOR" inspect --format='{{.State.Status}}' "$CONTAINER_NAME") == "running" ]]; then
+                # Try to connect to RDP port to verify it's ready
+                if timeout 1 bash -c ">/dev/tcp/$RDP_IP/$RDP_PORT" 2>/dev/null; then
+                    dprint "CONTAINER IS READY"
+                    notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Windows is ready."
+                    # Add a delay after Windows is ready
+                    if [ "$NEEDED_BOOT" = "true" ]; then
+                        sleep 10
+                    fi
+                    break
+                fi
+            fi
+
+            sleep 5
+            TIME_ELAPSED=$((TIME_ELAPSED + 5))
+
+            # Show progress every 30 seconds
+            if (( TIME_ELAPSED % 30 == 0 )); then
+                notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Still waiting for Windows to be ready... ($TIME_ELAPSED seconds elapsed)"
+            fi
+        done
+
+        # If we timed out waiting for the container
+        if (( TIME_ELAPSED >= BOOT_TIMEOUT )); then
+            dprint "TIMEOUT WAITING FOR CONTAINER TO BE READY"
+            notify-send --expire-time=4000 --icon="dialog-info" --app-name="WinApps" --urgency="low" "WinApps" "Timeout waiting for Windows to be ready. Please try again."
+            waThrowExit $EC_FAIL_START
+        fi
+    fi
 }
 
 # Name: 'waCheckPortOpen'