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I connect to a WPA2 enterprise network on Debian Jessie using Network Manager on dhclient. It works fine until the lease expires:

Feb 04 15:52:31 arjun-thinkpad NetworkManager[26926]: <info>  [1549313551.2132] device (wlp3s0): state change: activated -> deactivating (reason 'user-requested') [100 110 39]

Feb 04 15:52:31 arjun-thinkpad NetworkManager[26926]: <info>  [1549313551.2136] manager: NetworkManager state is now DISCONNECTING

Feb 04 15:52:31 arjun-thinkpad dbus[1346]: [system] Activating via systemd: service name='org.freedesktop.nm_dispatcher' unit='dbus-org.freedesktop.nm-dispatcher.service'

Feb 04 15:52:31 arjun-thinkpad systemd[1]: Starting Network Manager Script Dispatcher Service...

-- Subject: Unit NetworkManager-dispatcher.service has begun start-up

-- Defined-By: systemd

-- Support: https://www.debian.org/support

-- 

-- Unit NetworkManager-dispatcher.service has begun starting up.

Feb 04 15:52:31 arjun-thinkpad dbus[1346]: [system] Successfully activated service 'org.freedesktop.nm_dispatcher'

-- Logs begin at Thu 2018-10-04 08:23:25 EDT, end at Mon 2019-02-04 16:21:47 EST. --

Feb 04 15:24:10 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:24:10 arjun-thinkpad dhclient[4153]: DHCPACK of 10.5.15.31 from 172.31.6.194

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   address 10.5.15.31

Feb 04 15:24:10 arjun-thinkpad dbus[1346]: [system] Activating via systemd: service name='org.freedesktop.nm_dispatcher' unit='dbus-org.freedesktop.nm-dispatcher.service'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   plen 18 (255.255.192.0)

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   gateway 10.5.0.50

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   server identifier 172.31.6.194

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   lease time 3600

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   hostname 'arjun-thinkpad'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   nameserver '172.29.35.194'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8292] dhcp4 (wlp3s0):   nameserver '172.29.40.66'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0):   nameserver '172.25.192.69'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0):   nameserver '128.151.224.6'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0):   domain name 'wireless.rochester.edu'

Feb 04 15:24:10 arjun-thinkpad dbus[1346]: [system] Successfully activated service 'org.freedesktop.nm_dispatcher'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0):   wins '172.25.4.143'

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0):   wins '172.25.4.144'

Feb 04 15:24:10 arjun-thinkpad dhclient[4153]: bound to 10.5.15.31 -- renewal in 1378 seconds.

Feb 04 15:24:10 arjun-thinkpad NetworkManager[26926]: <info>  [1549311850.8293] dhcp4 (wlp3s0): state changed bound -> bound

Feb 04 15:24:10 arjun-thinkpad nm-dispatcher[4541]: req:1 'dhcp4-change' [wlp3s0]: new request (3 scripts)

Feb 04 15:24:10 arjun-thinkpad systemd[1]: Starting Network Manager Script Dispatcher Service...

-- Subject: Unit NetworkManager-dispatcher.service has begun start-up

-- Defined-By: systemd

-- Support: https://www.debian.org/support

-- 

-- Unit NetworkManager-dispatcher.service has begun starting up.

Feb 04 15:24:10 arjun-thinkpad nm-dispatcher[4541]: req:1 'dhcp4-change' [wlp3s0]: start running ordered scripts...

Feb 04 15:24:10 arjun-thinkpad systemd[1]: Started Network Manager Script Dispatcher Service.

-- Subject: Unit NetworkManager-dispatcher.service has finished start-up

-- Defined-By: systemd

-- Support: https://www.debian.org/support

-- 

-- Unit NetworkManager-dispatcher.service has finished starting up.

-- 

-- The start-up result is done.

Feb 04 15:37:53 arjun-thinkpad i3lock[3303]: pam_ecryptfs: seteuid error

Feb 04 15:40:54 arjun-thinkpad wpa_supplicant[2828]: wlp3s0: WPA: Group rekeying completed with 58:97:bd:bc:61:2e [GTK=CCMP]

Feb 04 15:46:10 arjun-thinkpad sudo[5672]:    arjun : TTY=pts/5 ; PWD=/home/arjun ; USER=root ; COMMAND=/sbin/iw dev wlp3s0 station dump --debug

Feb 04 15:46:10 arjun-thinkpad sudo[5672]: pam_unix(sudo:session): session opened for user root by (uid=0)

Feb 04 15:46:10 arjun-thinkpad sudo[5672]: pam_unix(sudo:session): session closed for user root

Feb 04 15:46:23 arjun-thinkpad kernel: usb 1-3.4: USB disconnect, device number 22

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: new high-speed USB device number 23 using xhci_hcd

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: New USB device found, idVendor=17ef, idProduct=1011, bcdDevice= 0.01

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: New USB device strings: Mfr=1, Product=2, SerialNumber=3

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: Product: Lenovo ThinkPad Dock

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: Manufacturer: Lenovo

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.4: SerialNumber: Rev1.2

Feb 04 15:46:24 arjun-thinkpad kernel: hub 1-3.4:1.0: USB hub found

Feb 04 15:46:24 arjun-thinkpad kernel: hub 1-3.4:1.0: 3 ports detected

Feb 04 15:46:24 arjun-thinkpad kernel: usb 1-3.3: usbfs: interface 0 claimed by usblp while 'brscan-skey-0.2' sets config #1

Feb 04 15:46:25 arjun-thinkpad kernel: usb 1-3.3: usbfs: interface 0 claimed by usblp while 'brscan-skey-0.2' sets config #1

Feb 04 15:47:09 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:12 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:12 arjun-thinkpad sudo[5774]: pam_unix(sudo:auth): conversation failed

Feb 04 15:47:12 arjun-thinkpad sudo[5774]: pam_unix(sudo:auth): auth could not identify password for [arjun]

Feb 04 15:47:17 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:22 arjun-thinkpad sudo[5775]: pam_unix(sudo:auth): conversation failed

Feb 04 15:47:22 arjun-thinkpad sudo[5775]: pam_unix(sudo:auth): auth could not identify password for [arjun]

Feb 04 15:47:23 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:32 arjun-thinkpad sudo[5777]:    arjun : TTY=pts/1 ; PWD=/mnt/Dropbox/dropbox1-home/Dropbox/Shared/Ergodic_Random_Walk ; USER=root ; COMMAND=/usr/sbin/visudo

Feb 04 15:47:32 arjun-thinkpad sudo[5777]: pam_unix(sudo:session): session opened for user root by arjun(uid=0)

Feb 04 15:47:44 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:51 arjun-thinkpad sudo[5777]: pam_unix(sudo:session): session closed for user root

Feb 04 15:47:51 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:47:57 arjun-thinkpad sudo[5843]:    arjun : TTY=pts/2 ; PWD=/mnt/Dropbox/dropbox1-home/Dropbox/Shared/Ergodic_Random_Walk ; USER=root ; COMMAND=/bin/journalctl -xl --since 1 hour ago

Feb 04 15:47:57 arjun-thinkpad sudo[5843]: pam_unix(sudo:session): session opened for user root by arjun(uid=0)

Feb 04 15:48:04 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:48:13 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Feb 04 15:48:25 arjun-thinkpad dhclient[4153]: DHCPREQUEST of 10.5.15.31 on wlp3s0 to 172.31.6.194 port 67

Then the DHCP requests fail, until I disconnect from the network and reconnect. I am on kernel 4.18, and I have the latest iwlwifi drivers for an Intel 7265D chipset.