diff --git a/syncplay/__init__.py b/syncplay/__init__.py
index e2de25c..af7090d 100644
--- a/syncplay/__init__.py
+++ b/syncplay/__init__.py
@@ -1,4 +1,4 @@
 version = '1.5.0'
 milestone = 'Yoitsu'
-release_number = '37'
+release_number = '39'
 projectURL = 'http://syncplay.pl/'
diff --git a/syncplay/constants.py b/syncplay/constants.py
index 6d8f88d..b010a1d 100644
--- a/syncplay/constants.py
+++ b/syncplay/constants.py
@@ -54,7 +54,6 @@ DO_NOT_RESET_POSITION_THRESHOLD = 1.0
 SYNC_ON_PAUSE = True  # Client seek to global position - subtitles may disappear on some media players
 PLAYLIST_MAX_CHARACTERS = 10000
 PLAYLIST_MAX_ITEMS = 250
-VLC_LISTEN_FOR_STDOUT = False # Changing to True this could break VLC 3 on Windows
 
 # Maximum character lengths (for client and server)
 MAX_CHAT_MESSAGE_LENGTH = 50 # Number of displayed characters
@@ -139,7 +138,7 @@ MPV_SENDMESSAGE_COOLDOWN_TIME = 0.05
 MPV_MAX_NEWFILE_COOLDOWN_TIME = 3
 STREAM_ADDITIONAL_IGNORE_TIME = 10
 MPV_LOCK_WAIT_TIME = 0.05
-VLC_OPEN_MAX_WAIT_TIME = 15
+VLC_OPEN_MAX_WAIT_TIME = 20
 VLC_MIN_PORT = 10000
 VLC_MAX_PORT = 55000
 
diff --git a/syncplay/players/vlc.py b/syncplay/players/vlc.py
index b491c39..f3571ab 100644
--- a/syncplay/players/vlc.py
+++ b/syncplay/players/vlc.py
@@ -302,6 +302,7 @@ class VlcPlayer(BasePlayer):
             self.requestedVLCVersion = False
             self.vlcHasResponded = False
             self.oldIntfVersion = None
+            self.timeVLCLaunched = None
             call = [playerPath]
             if filePath:
                 if utils.isASCII(filePath):
@@ -362,9 +363,11 @@ class VlcPlayer(BasePlayer):
 
             else:
                 self.__process = subprocess.Popen(call, stderr=subprocess.PIPE, stdout=subprocess.PIPE)
-                if constants.VLC_LISTEN_FOR_STDOUT:
+                self.timeVLCLaunched = time.time()
+                if self._shouldListenForSTDOUT():
                     for line in iter(self.__process.stderr.readline, ''):
                         self.vlcHasResponded = True
+                        self.timeVLCLaunched = None
                         if "[syncplay]" in line:
                             if "Listening on host" in line:
                                 break
@@ -386,6 +389,12 @@ class VlcPlayer(BasePlayer):
                 self.create_socket(socket.AF_INET, socket.SOCK_STREAM)
                 self._sendingData = threading.Lock()
 
+        def _shouldListenForSTDOUT(self):
+            if sys.platform.startswith('win'):
+                return False # Due to VLC3 not using STDOUT/STDERR
+            else:
+                return True
+
         def initiate_send(self):
             with self._sendingData:
                 asynchat.async_chat.initiate_send(self)
@@ -398,15 +407,24 @@ class VlcPlayer(BasePlayer):
         def handle_connect(self):
             asynchat.async_chat.handle_connect(self)
             self._vlcready.set()
+            self.timeVLCLaunched = None
 
         def collect_incoming_data(self, data):
             self._ibuffer.append(data)
 
         def handle_close(self):
-            asynchat.async_chat.handle_close(self)
-            if self.vlcHasResponded:
+            if self.timeVLCLaunched and time.time() - self.timeVLCLaunched < constants.VLC_OPEN_MAX_WAIT_TIME:
+                try:
+                    self.__playerController._client.ui.showDebugMessage("Failed to connect to VLC, but reconnecting as within max wait time")
+                except:
+                    pass
+                self.run()
+            elif self.vlcHasResponded:
+                asynchat.async_chat.handle_close(self)
                 self.__playerController.drop()
             else:
+                self.vlcHasResponded = True
+                asynchat.async_chat.handle_close(self)
                 self.__playerController.drop(getMessage("vlc-failed-connection").format(constants.VLC_MIN_VERSION))
 
         def found_terminator(self):
@@ -421,8 +439,15 @@ class VlcPlayer(BasePlayer):
                     self.sendLine("get-vlc-version")
                 try:
                     self.push(line + "\n")
-                    self.__playerController._client.ui.showDebugMessage("player >> {}".format(line))
+                    if self.__playerController._client and self.__playerController._client.ui:
+                        self.__playerController._client.ui.showDebugMessage("player >> {}".format(line))
                 except:
                     pass
             if line == "close-vlc":
                 self._vlcclosed.set()
+                if not self.connected and not self.timeVLCLaunched:
+                    # For circumstances where Syncplay is not connected to VLC and is not reconnecting
+                    try:
+                        self.__process.terminate()
+                    except: # When VLC is already closed
+                        pass
\ No newline at end of file