diff --git a/monkey/infection_monkey/network/relay/relay_user_handler.py b/monkey/infection_monkey/network/relay/relay_user_handler.py
index 63c4000e0..390f1d31f 100644
--- a/monkey/infection_monkey/network/relay/relay_user_handler.py
+++ b/monkey/infection_monkey/network/relay/relay_user_handler.py
@@ -1,5 +1,6 @@
 from dataclasses import dataclass
 from ipaddress import IPv4Address
+from logging import getLogger
 from threading import Lock
 from typing import Dict
 
@@ -13,6 +14,9 @@ DEFAULT_NEW_CLIENT_TIMEOUT = 2.5 * MEDIUM_REQUEST_TIMEOUT
 DEFAULT_DISCONNECT_TIMEOUT = 60 * 2  # Wait up to 2 minutes for clients to disconnect
 
 
+logger = getLogger(__name__)
+
+
 @dataclass
 class RelayUser:
     address: IPv4Address
@@ -48,7 +52,9 @@ class RelayUserHandler:
 
             timer = EggTimer()
             timer.set(self._client_disconnect_timeout)
-            self._relay_users[user_address] = RelayUser(user_address, timer)
+            user = RelayUser(user_address, timer)
+            self._relay_users[user_address] = user
+            logger.debug(f"Added relay user {user}")
 
     def add_potential_user(self, user_address: IPv4Address):
         """
@@ -60,7 +66,9 @@ class RelayUserHandler:
         with self._lock:
             timer = EggTimer()
             timer.set(self._new_client_timeout)
-            self._potential_users[user_address] = RelayUser(user_address, timer)
+            user = RelayUser(user_address, timer)
+            self._potential_users[user_address] = user
+            logger.debug(f"Added potential relay user {user}")
 
     def disconnect_user(self, user_address: IPv4Address):
         """
@@ -70,6 +78,7 @@ class RelayUserHandler:
         """
         with self._lock:
             if user_address in self._relay_users:
+                logger.debug(f"Disconnected user {user_address}")
                 del_key(self._relay_users, user_address)
 
     def has_potential_users(self) -> bool:
diff --git a/monkey/infection_monkey/network/relay/tcp_connection_handler.py b/monkey/infection_monkey/network/relay/tcp_connection_handler.py
index 12d029d0f..f61bc2d3a 100644
--- a/monkey/infection_monkey/network/relay/tcp_connection_handler.py
+++ b/monkey/infection_monkey/network/relay/tcp_connection_handler.py
@@ -39,9 +39,12 @@ class TCPConnectionHandler(Thread, InterruptableThreadMixin):
                 except socket.timeout:
                     continue
 
+                logging.debug(f"New connection received from: {source.getpeername()}")
                 for notify_client_connected in self._client_connected:
                     notify_client_connected(source)
-        except:
+        except OSError:
             logging.exception("Uncaught error in TCPConnectionHandler thread")
         finally:
             l_socket.close()
+
+        logging.info("Exiting connection handler.")
diff --git a/monkey/infection_monkey/network/relay/tcp_pipe_spawner.py b/monkey/infection_monkey/network/relay/tcp_pipe_spawner.py
index dab5721b8..0c23f0380 100644
--- a/monkey/infection_monkey/network/relay/tcp_pipe_spawner.py
+++ b/monkey/infection_monkey/network/relay/tcp_pipe_spawner.py
@@ -1,11 +1,14 @@
 import socket
 from ipaddress import IPv4Address
+from logging import getLogger
 from threading import Lock
 from typing import Set
 
 from .consts import SOCKET_TIMEOUT
 from .sockets_pipe import SocketsPipe
 
+logger = getLogger(__name__)
+
 
 class TCPPipeSpawner:
     """
@@ -37,6 +40,7 @@ class TCPPipeSpawner:
         pipe = SocketsPipe(source, dest, self._handle_pipe_closed)
         with self._lock:
             self._pipes.add(pipe)
+
         pipe.start()
 
     def has_open_pipes(self) -> bool:
@@ -50,4 +54,5 @@ class TCPPipeSpawner:
 
     def _handle_pipe_closed(self, pipe: SocketsPipe):
         with self._lock:
+            logger.debug(f"Closing pipe {pipe}")
             self._pipes.discard(pipe)
diff --git a/monkey/infection_monkey/network/relay/tcp_relay.py b/monkey/infection_monkey/network/relay/tcp_relay.py
index 8e62a2169..c2663cb1d 100644
--- a/monkey/infection_monkey/network/relay/tcp_relay.py
+++ b/monkey/infection_monkey/network/relay/tcp_relay.py
@@ -1,4 +1,5 @@
 from ipaddress import IPv4Address
+from logging import getLogger
 from threading import Lock, Thread
 from time import sleep
 
@@ -10,6 +11,8 @@ from infection_monkey.network.relay import (
 )
 from infection_monkey.utils.threading import InterruptableThreadMixin
 
+logger = getLogger(__name__)
+
 
 class TCPRelay(Thread, InterruptableThreadMixin):
     """
@@ -23,7 +26,10 @@ class TCPRelay(Thread, InterruptableThreadMixin):
         dest_port: int,
         client_disconnect_timeout: float,
     ):
-        self._user_handler = RelayUserHandler(client_disconnect_timeout=client_disconnect_timeout)
+        self._user_handler = RelayUserHandler(
+            new_client_timeout=client_disconnect_timeout,
+            client_disconnect_timeout=client_disconnect_timeout,
+        )
         self._pipe_spawner = TCPPipeSpawner(dest_addr, dest_port)
         relay_filter = RelayConnectionHandler(self._pipe_spawner, self._user_handler)
         self._connection_handler = TCPConnectionHandler(
@@ -46,6 +52,7 @@ class TCPRelay(Thread, InterruptableThreadMixin):
         self._connection_handler.stop()
         self._connection_handler.join()
         self._wait_for_pipes_to_close()
+        logger.info("TCP Relay closed.")
 
     def add_potential_user(self, user_address: IPv4Address):
         """