diff --git a/CHANGELOG b/CHANGELOG
index 227773671..8f75b1dfa 100644
--- a/CHANGELOG
+++ b/CHANGELOG
@@ -1,5 +1,11 @@
 # Change Log
 
+## 2.2.56.1 28/01/2026
+
+* Fix telnet keepalive options on macOS
+* Upgrade dependencies
+* Drop Python 3.8 support
+
 ## 3.0.6 28/01/2026
 
 * Sync appliances
diff --git a/dev-requirements.txt b/dev-requirements.txt
index df3f6b494..97267fbe7 100644
--- a/dev-requirements.txt
+++ b/dev-requirements.txt
@@ -1,4 +1,5 @@
-pytest==8.4.2  # version 8.4.2 is the last one supporting Python 3.9
+pytest==8.4.2; python_version == '3.9'  # version 8.4.2 is the last one supporting Python 3.9
+pytest==9.0.2; python_version >= '3.10'
 flake8==7.3.0
 pytest-timeout==2.4.0
 pytest-asyncio==0.26.0  # upgrading leads to stuck / failed tests
diff --git a/gns3server/utils/asyncio/telnet_server.py b/gns3server/utils/asyncio/telnet_server.py
index aad60b19e..e74694b35 100644
--- a/gns3server/utils/asyncio/telnet_server.py
+++ b/gns3server/utils/asyncio/telnet_server.py
@@ -184,15 +184,25 @@ class AsyncioTelnetServer:
         await writer.drain()
 
     async def run(self, network_reader, network_writer):
-
         sock = network_writer.get_extra_info("socket")
         sock.setsockopt(socket.SOL_SOCKET, socket.SO_KEEPALIVE, 1)
         sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_NODELAY, 1)
         # 60 sec keep alives, close tcp session after 4 missed
         # Will keep a firewall from aging out telnet console.
-        sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPIDLE, 60)
-        sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPINTVL, 10)
-        sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPCNT, 4)
+        try:
+            # Keepalive options are platform dependent: Linux uses TCP_KEEPIDLE,
+            # while macOS exposes TCP_KEEPALIVE (in Python >= 3.10).
+            if hasattr(socket, "TCP_KEEPIDLE"):
+                sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPIDLE, 60)
+            elif hasattr(socket, "TCP_KEEPALIVE"):
+                sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPALIVE, 60)
+            else:
+                raise AttributeError("module 'socket' has no attribute 'TCP_KEEPIDLE' or 'TCP_KEEPALIVE'")
+            sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPINTVL, 10)
+            sock.setsockopt(socket.IPPROTO_TCP, socket.TCP_KEEPCNT, 4)
+        except (AttributeError, OSError):
+            log.debug("Failed to tune TCP keepalive for telnet client; using OS defaults", exc_info=True)
+
         #log.debug("New connection from {}".format(sock.getpeername()))
 
         # Keep track of connected clients
diff --git a/requirements.txt b/requirements.txt
index 527d08c33..7e0cd2a5f 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -6,8 +6,8 @@ websockets==15.0.1  # version 15.0.1 is the last to support Python 3.9
 aiohttp>=3.13.3,<3.14
 aiofiles>=25.1.0,<26.0
 Jinja2>=3.1.6,<3.2
-sentry-sdk>=2.50.0,<3  # optional dependency
-psutil>=7.2.1
+sentry-sdk>=2.52.0,<3  # optional dependency
+psutil>=7.2.2
 async-timeout>=5.0.1,<5.1; python_version < '3.11'  # this library has effectively been upstreamed into Python 3.11+
 distro>=1.9.0
 py-cpuinfo>=9.0.0,<10.0