OK, sorry as this is a long mail because Im going to include as much config as possible. I have been playing around trying to get this to work with little success though the debug error messages have changed since yesterday Im having trouble getting freeradius to use ntlm_auth - the error massage is now stating a permission error.. Just to confirm, Im following the steps on deployingradius.com .. PAP has been tested and is working Samba configured and working wbinfo -a = works, having tested multiple logins ntlm_auth --request-nt-key --domain=MYDOMAIN --username=user --password=password = working, again tested with multiple logins radtest user password localhost 0 testing123 = does not work, see debug info at end of email.. Contents of/raddb/modules/ntlm_auth file # # For testing ntlm_auth authentication with PAP. # # If you have problems with authentication failing, even when the # password is good, it may be a bug in Samba: # # https://bugzilla.samba.org/show_bug.cgi?id=6563 # exec ntlm_auth { wait = yes program = "/usr/local/etc/raddb/modules/ntlm_auth --request-nt-key --domain=xxxxxxxxxx --username=%{mschap:User-Name} --password=%{User-Password}" } I have modified the authenticate sections of the raddb/sites-enabled/default file, and of the raddb/sites-enabled/inner-tunnel file Listed below are the authenticate sections only as that is all I have changed.... sites-enabled/default authenticate { # # PAP authentication, when a back-end database listed # in the 'authorize' section supplies a password. The # password can be clear-text, or encrypted. Auth-Type PAP { pap } # # Most people want CHAP authentication # A back-end database listed in the 'authorize' section # MUST supply a CLEAR TEXT password. Encrypted passwords # won't work. Auth-Type CHAP { chap } # # MSCHAP authentication. Auth-Type MS-CHAP { mschap } # ntlm authentication. ntlm_auth # If you have a Cisco SIP server authenticating against # FreeRADIUS, uncomment the following line, and the 'digest' # line in the 'authorize' section. digest # # Pluggable Authentication Modules. # pam # # See 'man getpwent' for information on how the 'unix' # module checks the users password. Note that packets # containing CHAP-Password attributes CANNOT be authenticated # against /etc/passwd! See the FAQ for details. # # For normal "crypt" authentication, the "pap" module should # be used instead of the "unix" module. The "unix" module should # be used for authentication ONLY for compatibility with legacy # FreeRADIUS configurations. # unix # Uncomment it if you want to use ldap for authentication # # Note that this means "check plain-text password against # the ldap database", which means that EAP won't work, # as it does not supply a plain-text password. # Auth-Type LDAP { # ldap # } # # Allow EAP authentication. eap # # The older configurations sent a number of attributes in # Access-Challenge packets, which wasn't strictly correct. # If you want to filter out these attributes, uncomment # the following lines. # # Auth-Type eap { # eap { # handled = 1 # } # if (handled && (Response-Packet-Type == Access-Challenge)) { # attr_filter.access_challenge.post-auth # handled # override the "updated" code from attr_filter # } # } } # raddb/sites-enabled/inner-tunnel file - again just showing the bit modified.. # authenticate { # # PAP authentication, when a back-end database listed # in the 'authorize' section supplies a password. The # password can be clear-text, or encrypted. Auth-Type PAP { pap } # # Most people want CHAP authentication # A back-end database listed in the 'authorize' section # MUST supply a CLEAR TEXT password. Encrypted passwords # won't work. Auth-Type CHAP { chap } # MSCHAP authentication. Auth-Type MS-CHAP { mschap } # # NTLM authentication. ntlm_auth # Pluggable Authentication Modules. # pam # # See 'man getpwent' for information on how the 'unix' # module checks the users password. Note that packets # containing CHAP-Password attributes CANNOT be authenticated # against /etc/passwd! See the FAQ for details. # unix # Uncomment it if you want to use ldap for authentication # # Note that this means "check plain-text password against # the ldap database", which means that EAP won't work, # as it does not supply a plain-text password. # Auth-Type LDAP { # ldap # } # # Allow EAP authentication. eap } DEFAULT Auth-Type = ntlm_auth has been added to the top of the users file... Full debug below... root@istdevlamp10:~# radiusd -X FreeRADIUS Version 2.1.11, for host x86_64-unknown-linux-gnu, built on Jun 20 2011 at 14:50:11 Copyright (C) 1999-2009 The FreeRADIUS server project and contributors. There is NO warranty; not even for MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. You may redistribute copies of FreeRADIUS under the terms of the GNU General Public License v2. Starting - reading configuration files ... including configuration file /usr/local/etc/raddb/radiusd.conf including configuration file /usr/local/etc/raddb/proxy.conf including configuration file /usr/local/etc/raddb/clients.conf including files in directory /usr/local/etc/raddb/modules/ including configuration file /usr/local/etc/raddb/modules/krb5 including configuration file /usr/local/etc/raddb/modules/radutmp including configuration file /usr/local/etc/raddb/modules/digest including configuration file /usr/local/etc/raddb/modules/logintime including configuration file /usr/local/etc/raddb/modules/opendirectory including configuration file /usr/local/etc/raddb/modules/unix including configuration file /usr/local/etc/raddb/modules/files including configuration file /usr/local/etc/raddb/modules/sradutmp including configuration file /usr/local/etc/raddb/modules/sql_log including configuration file /usr/local/etc/raddb/modules/ntlm_auth including configuration file /usr/local/etc/raddb/modules/pap including configuration file /usr/local/etc/raddb/modules/passwd including configuration file /usr/local/etc/raddb/modules/always including configuration file /usr/local/etc/raddb/modules/chap including configuration file /usr/local/etc/raddb/modules/ippool including configuration file /usr/local/etc/raddb/modules/detail.log including configuration file /usr/local/etc/raddb/modules/linelog including configuration file /usr/local/etc/raddb/modules/attr_rewrite including configuration file /usr/local/etc/raddb/modules/smbpasswd including configuration file /usr/local/etc/raddb/modules/inner-eap including configuration file /usr/local/etc/raddb/modules/counter including configuration file /usr/local/etc/raddb/modules/checkval including configuration file /usr/local/etc/raddb/modules/mschap including configuration file /usr/local/etc/raddb/modules/expiration including configuration file /usr/local/etc/raddb/modules/otp including configuration file /usr/local/etc/raddb/modules/etc_group including configuration file /usr/local/etc/raddb/modules/detail including configuration file /usr/local/etc/raddb/modules/smsotp including configuration file /usr/local/etc/raddb/modules/sqlcounter_expire_on_login including configuration file /usr/local/etc/raddb/modules/soh including configuration file /usr/local/etc/raddb/modules/wimax including configuration file /usr/local/etc/raddb/modules/mac2vlan including configuration file /usr/local/etc/raddb/modules/mac2ip including configuration file /usr/local/etc/raddb/modules/preprocess including configuration file /usr/local/etc/raddb/modules/realm including configuration file /usr/local/etc/raddb/modules/detail.example.com including configuration file /usr/local/etc/raddb/modules/dynamic_clients including configuration file /usr/local/etc/raddb/modules/exec including configuration file /usr/local/etc/raddb/modules/attr_filter including configuration file /usr/local/etc/raddb/modules/pam including configuration file /usr/local/etc/raddb/modules/acct_unique including configuration file /usr/local/etc/raddb/modules/perl including configuration file /usr/local/etc/raddb/modules/expr including configuration file /usr/local/etc/raddb/modules/rediswho including configuration file /usr/local/etc/raddb/modules/echo including configuration file /usr/local/etc/raddb/modules/policy including configuration file /usr/local/etc/raddb/modules/replicate including configuration file /usr/local/etc/raddb/modules/cui including configuration file /usr/local/etc/raddb/modules/redis including configuration file /usr/local/etc/raddb/modules/ldap including configuration file /usr/local/etc/raddb/eap.conf including configuration file /usr/local/etc/raddb/policy.conf including files in directory /usr/local/etc/raddb/sites-enabled/ including configuration file /usr/local/etc/raddb/sites-enabled/default including configuration file /usr/local/etc/raddb/sites-enabled/inner-tunnel including configuration file /usr/local/etc/raddb/sites-enabled/control-socket main { allow_core_dumps = no } including dictionary file /usr/local/etc/raddb/dictionary main { name = "radiusd" prefix = "/usr/local" localstatedir = "/usr/local/var" sbindir = "/usr/local/sbin" logdir = "/usr/local/var/log/radius" run_dir = "/usr/local/var/run/radiusd" libdir = "/usr/local/lib" radacctdir = "/usr/local/var/log/radius/radacct" hostname_lookups = no max_request_time = 30 cleanup_delay = 5 max_requests = 1024 pidfile = "/usr/local/var/run/radiusd/radiusd.pid" checkrad = "/usr/local/sbin/checkrad" debug_level = 0 proxy_requests = yes log { stripped_names = no auth = no auth_badpass = no auth_goodpass = no } security { max_attributes = 200 reject_delay = 1 status_server = yes } } radiusd: #### Loading Realms and Home Servers #### proxy server { retry_delay = 5 retry_count = 3 default_fallback = no dead_time = 120 wake_all_if_all_dead = no } home_server localhost { ipaddr = 127.0.0.1 port = 1812 type = "auth" secret = "testing123" response_window = 20 max_outstanding = 65536 require_message_authenticator = yes zombie_period = 40 status_check = "status-server" ping_interval = 30 check_interval = 30 num_answers_to_alive = 3 num_pings_to_alive = 3 revive_interval = 120 status_check_timeout = 4 coa { irt = 2 mrt = 16 mrc = 5 mrd = 30 } } home_server_pool my_auth_failover { type = fail-over home_server = localhost } realm example.com { auth_pool = my_auth_failover } realm LOCAL { } radiusd: #### Loading Clients #### client localhost { ipaddr = 127.0.0.1 require_message_authenticator = no secret = "testing123" nastype = "other" } radiusd: #### Instantiating modules #### instantiate { Module: Linked to module rlm_exec Module: Instantiating module "exec" from file /usr/local/etc/raddb/modules/exec exec { wait = no input_pairs = "request" shell_escape = yes } Module: Linked to module rlm_expr Module: Instantiating module "expr" from file /usr/local/etc/raddb/modules/expr Module: Linked to module rlm_expiration Module: Instantiating module "expiration" from file /usr/local/etc/raddb/modules/expiration expiration { reply-message = "Password Has Expired " } Module: Linked to module rlm_logintime Module: Instantiating module "logintime" from file /usr/local/etc/raddb/modules/logintime logintime { reply-message = "You are calling outside your allowed timespan " minimum-timeout = 60 } } radiusd: #### Loading Virtual Servers #### server { # from file /usr/local/etc/raddb/radiusd.conf modules { Module: Checking authenticate {...} for more modules to load Module: Linked to module rlm_pap Module: Instantiating module "pap" from file /usr/local/etc/raddb/modules/pap pap { encryption_scheme = "auto" auto_header = no } Module: Linked to module rlm_chap Module: Instantiating module "chap" from file /usr/local/etc/raddb/modules/chap Module: Linked to module rlm_mschap Module: Instantiating module "mschap" from file /usr/local/etc/raddb/modules/mschap mschap { use_mppe = yes require_encryption = no require_strong = no with_ntdomain_hack = no allow_retry = yes } Module: Instantiating module "ntlm_auth" from file /usr/local/etc/raddb/modules/ntlm_auth exec ntlm_auth { wait = yes program = "/usr/local/etc/raddb/modules/ntlm_auth --request-nt-key --domain=london.edu --username=%{mschap:User-Name} --password=%{User-Password}" input_pairs = "request" shell_escape = yes } Module: Linked to module rlm_digest Module: Instantiating module "digest" from file /usr/local/etc/raddb/modules/digest Module: Linked to module rlm_unix Module: Instantiating module "unix" from file /usr/local/etc/raddb/modules/unix unix { radwtmp = "/usr/local/var/log/radius/radwtmp" } Module: Linked to module rlm_eap Module: Instantiating module "eap" from file /usr/local/etc/raddb/eap.conf eap { default_eap_type = "md5" timer_expire = 60 ignore_unknown_eap_types = no cisco_accounting_username_bug = no max_sessions = 4096 } Module: Linked to sub-module rlm_eap_md5 Module: Instantiating eap-md5 Module: Linked to sub-module rlm_eap_leap Module: Instantiating eap-leap Module: Linked to sub-module rlm_eap_gtc Module: Instantiating eap-gtc gtc { challenge = "Password: " auth_type = "PAP" } Module: Linked to sub-module rlm_eap_tls Module: Instantiating eap-tls tls { rsa_key_exchange = no dh_key_exchange = yes rsa_key_length = 512 dh_key_length = 512 verify_depth = 0 CA_path = "/usr/local/etc/raddb/certs" pem_file_type = yes private_key_file = "/usr/local/etc/raddb/certs/server.pem" certificate_file = "/usr/local/etc/raddb/certs/server.pem" CA_file = "/usr/local/etc/raddb/certs/ca.pem" private_key_password = "whatever" dh_file = "/usr/local/etc/raddb/certs/dh" random_file = "/usr/local/etc/raddb/certs/random" fragment_size = 1024 include_length = yes check_crl = no cipher_list = "DEFAULT" make_cert_command = "/usr/local/etc/raddb/certs/bootstrap" cache { enable = no lifetime = 24 max_entries = 255 } verify { } ocsp { enable = no override_cert_url = yes url = "http://127.0.0.1/ocsp/" } } Module: Linked to sub-module rlm_eap_ttls Module: Instantiating eap-ttls ttls { default_eap_type = "md5" copy_request_to_tunnel = no use_tunneled_reply = no virtual_server = "inner-tunnel" include_length = yes } Module: Linked to sub-module rlm_eap_peap Module: Instantiating eap-peap peap { default_eap_type = "mschapv2" copy_request_to_tunnel = no use_tunneled_reply = no proxy_tunneled_request_as_eap = yes virtual_server = "inner-tunnel" soh = no } Module: Linked to sub-module rlm_eap_mschapv2 Module: Instantiating eap-mschapv2 mschapv2 { with_ntdomain_hack = no send_error = no } Module: Checking authorize {...} for more modules to load Module: Linked to module rlm_preprocess Module: Instantiating module "preprocess" from file /usr/local/etc/raddb/modules/preprocess preprocess { huntgroups = "/usr/local/etc/raddb/huntgroups" hints = "/usr/local/etc/raddb/hints" with_ascend_hack = no ascend_channels_per_line = 23 with_ntdomain_hack = no with_specialix_jetstream_hack = no with_cisco_vsa_hack = no with_alvarion_vsa_hack = no } Module: Linked to module rlm_realm Module: Instantiating module "suffix" from file /usr/local/etc/raddb/modules/realm realm suffix { format = "suffix" delimiter = "@" ignore_default = no ignore_null = no } Module: Linked to module rlm_files Module: Instantiating module "files" from file /usr/local/etc/raddb/modules/files files { usersfile = "/usr/local/etc/raddb/users" acctusersfile = "/usr/local/etc/raddb/acct_users" preproxy_usersfile = "/usr/local/etc/raddb/preproxy_users" compat = "no" } Module: Checking preacct {...} for more modules to load Module: Linked to module rlm_acct_unique Module: Instantiating module "acct_unique" from file /usr/local/etc/raddb/modules/acct_unique acct_unique { key = "User-Name, Acct-Session-Id, NAS-IP-Address, Client-IP-Address, NAS-Port" } Module: Checking accounting {...} for more modules to load Module: Linked to module rlm_detail Module: Instantiating module "detail" from file /usr/local/etc/raddb/modules/detail detail { detailfile = "/usr/local/var/log/radius/radacct/%{%{Packet-Src-IP-Address}:-%{Packet-Src- IPv6-Address}}/detail-%Y%m%d" header = "%t" detailperm = 384 dirperm = 493 locking = no log_packet_header = no } Module: Linked to module rlm_radutmp Module: Instantiating module "radutmp" from file /usr/local/etc/raddb/modules/radutmp radutmp { filename = "/usr/local/var/log/radius/radutmp" username = "%{User-Name}" case_sensitive = yes check_with_nas = yes perm = 384 callerid = yes } Module: Linked to module rlm_attr_filter Module: Instantiating module "attr_filter.accounting_response" from file /usr/local/etc/raddb/modules/attr_filter attr_filter attr_filter.accounting_response { attrsfile = "/usr/local/etc/raddb/attrs.accounting_response" key = "%{User-Name}" } Module: Checking session {...} for more modules to load Module: Checking post-proxy {...} for more modules to load Module: Checking post-auth {...} for more modules to load Module: Instantiating module "attr_filter.access_reject" from file /usr/local/etc/raddb/modules/attr_filter attr_filter attr_filter.access_reject { attrsfile = "/usr/local/etc/raddb/attrs.access_reject" key = "%{User-Name}" } } # modules } # server server inner-tunnel { # from file /usr/local/etc/raddb/sites-enabled/inner-tunnel modules { Module: Checking authenticate {...} for more modules to load Module: Checking authorize {...} for more modules to load Module: Checking session {...} for more modules to load Module: Checking post-proxy {...} for more modules to load Module: Checking post-auth {...} for more modules to load } # modules } # server radiusd: #### Opening IP addresses and Ports #### listen { type = "auth" ipaddr = * port = 0 } listen { type = "acct" ipaddr = * port = 0 } listen { type = "control" listen { socket = "/usr/local/var/run/radiusd/radiusd.sock" } } listen { type = "auth" ipaddr = 127.0.0.1 port = 18120 } ... adding new socket proxy address * port 50743 Listening on authentication address * port 1812 Listening on accounting address * port 1813 Listening on command file /usr/local/var/run/radiusd/radiusd.sock Listening on authentication address 127.0.0.1 port 18120 as server inner-tunnel Listening on proxy address * port 1814 Ready to process requests. rad_recv: Access-Request packet from host 127.0.0.1 port 43257, id=140, length=60 User-Name = "xxxxxxx" User-Password = "xxxxxx" NAS-IP-Address = 163.119.77.150 NAS-Port = 0 # Executing section authorize from file /usr/local/etc/raddb/sites-enabled/default +- entering group authorize {...} ++[preprocess] returns ok ++[chap] returns noop ++[mschap] returns noop ++[digest] returns noop [suffix] No '@' in User-Name = "xxxxxxx", looking up realm NULL [suffix] No such realm "NULL" ++[suffix] returns noop [eap] No EAP-Message, not doing EAP ++[eap] returns noop [files] users: Matched entry DEFAULT at line 1 ++[files] returns ok ++[expiration] returns noop ++[logintime] returns noop [pap] WARNING! No "known good" password found for the user. Authentication may fail because of this. ++[pap] returns noop Found Auth-Type = ntlm_auth # Executing group from file /usr/local/etc/raddb/sites-enabled/default +- entering group authenticate {...} [ntlm_auth] expand: --username=%{mschap:User-Name} -> --username=xxxxxxx [ntlm_auth] expand: --password=%{User-Password} -> --password=xxxxxxx Exec-Program output: Exec-Program: FAILED to execute /usr/local/etc/raddb/modules/ntlm_auth: Permission denied Exec-Program-Wait: plaintext: Exec-Program: FAILED to execute /usr/local/etc/raddb/modules/ntlm_auth: Permission denied Exec-Program: returned: 1 ++[ntlm_auth] returns reject Failed to authenticate the user. Using Post-Auth-Type Reject # Executing group from file /usr/local/etc/raddb/sites-enabled/default +- entering group REJECT {...} [attr_filter.access_reject] expand: %{User-Name} -> xxxxxx attr_filter: Matched entry DEFAULT at line 11 ++[attr_filter.access_reject] returns updated Delaying reject of request 8 for 1 seconds Going to the next request Waking up in 0.9 seconds. Sending delayed reject for request 8 Sending Access-Reject of id 140 to 127.0.0.1 port 43257 Waking up in 4.9 seconds. Cleaning up request 8 ID 140 with timestamp +16484 Ready to process requests.