This is the configuration producing the MS-CHAP issue. No matter what I do, it wants to use CHAP instead of MS-CHAP radiusd.conf prefix = /usr exec_prefix = /usr sysconfdir = /etc localstatedir = /var sbindir = /usr/sbin logdir = /var/log/radius raddbdir = /etc/raddb radacctdir = /var/log/radius/radacct confdir = ${raddbdir} run_dir = ${localstatedir}/run/radiusd libdir = /usr/lib/freeradius pidfile = ${run_dir}/radiusd.pid user = radius group = radius max_request_time = 30 delete_blocked_requests = no cleanup_delay = 5 max_requests = 1024 bind_address = * port = 0 hostname_lookups = no allow_core_dumps = no regular_expressions = yes extended_expressions = yes log_stripped_names = no log_auth = no log_auth_badpass = no log_auth_goodpass = no usercollide = no lower_user = no lower_pass = no nospace_user = no nospace_pass = no security { max_attributes = 200 reject_delay = 1 status_server = no } proxy_requests = yes $INCLUDE ${confdir}/proxy.conf $INCLUDE ${confdir}/clients.conf snmp = no $INCLUDE ${confdir}/snmp.conf thread pool { start_servers = 5 max_servers = 32 min_spare_servers = 3 max_spare_servers = 10 max_requests_per_server = 0 } modules { pap { encryption_scheme = crypt } pam { pam_auth = radiusd } unix { cache = no cache_reload = 600 radwtmp = ${logdir}/radwtmp } $INCLUDE ${confdir}/eap.conf mschap { authtype = MS-CHAP use_mppe = no require_encryption = no require_strong = no } ldap { server = "kurama.pukey" identity = "cn=Manager,dc=pukey" password = password basedn = "dc=pukey" filter = "(uid=%{Stripped-User-Name:-%{User-Name}})" base_filter = "(objectclass=radiusprofile)" dictionary_mapping = ${raddbdir}/ldap.attrmap ldap_connections_number = 5 timeout = 4 timelimit = 3 net_timeout = 1 } realm IPASS { format = prefix delimiter = "/" ignore_default = no ignore_null = no } realm suffix { format = suffix delimiter = "@" ignore_default = no ignore_null = no } realm realmpercent { format = suffix delimiter = "%" ignore_default = no ignore_null = no } realm ntdomain { format = prefix delimiter = "\\" ignore_default = no ignore_null = no } checkval { item-name = Calling-Station-Id check-name = Calling-Station-Id data-type = string } preprocess { huntgroups = ${confdir}/huntgroups hints = ${confdir}/hints with_ascend_hack = no ascend_channels_per_line = 23 with_ntdomain_hack = no with_specialix_jetstream_hack = no with_cisco_vsa_hack = no } files { usersfile = ${confdir}/users acctusersfile = ${confdir}/acct_users preproxy_usersfile = ${confdir}/preproxy_users compat = no } detail { detailfile = ${radacctdir}/%{Client-IP-Address}/detail-%Y%m%d detailperm = 0600 } acct_unique { key = "User-Name, Acct-Session-Id, NAS-IP-Address, Client-IP-Address, NAS-Port" } $INCLUDE ${confdir}/sql.conf radutmp { filename = ${logdir}/radutmp username = %{User-Name} case_sensitive = yes check_with_nas = yes perm = 0600 callerid = "yes" } radutmp sradutmp { filename = ${logdir}/sradutmp perm = 0644 callerid = "no" } attr_filter { attrsfile = ${confdir}/attrs } counter daily { filename = ${raddbdir}/db.daily key = User-Name count-attribute = Acct-Session-Time reset = daily counter-name = Daily-Session-Time check-name = Max-Daily-Session allowed-servicetype = Framed-User cache-size = 5000 } sqlcounter dailycounter { counter-name = Daily-Session-Time check-name = Max-Daily-Session sqlmod-inst = sql key = User-Name reset = daily query = "SELECT SUM(AcctSessionTime - \ GREATEST((%b - UNIX_TIMESTAMP(AcctStartTime)), 0)) \ FROM radacct WHERE UserName='%{%k}' AND \ UNIX_TIMESTAMP(AcctStartTime) + AcctSessionTime > '%b'" } sqlcounter monthlycounter { counter-name = Monthly-Session-Time check-name = Max-Monthly-Session sqlmod-inst = sql key = User-Name reset = monthly query = "SELECT SUM(AcctSessionTime - \ GREATEST((%b - UNIX_TIMESTAMP(AcctStartTime)), 0)) \ FROM radacct WHERE UserName='%{%k}' AND \ UNIX_TIMESTAMP(AcctStartTime) + AcctSessionTime > '%b'" } always fail { rcode = fail } always reject { rcode = reject } always ok { rcode = ok simulcount = 0 mpp = no } expr { } digest { } exec { wait = yes input_pairs = request } exec echo { wait = yes program = "/bin/echo %{User-Name}" input_pairs = request output_pairs = reply } ippool main_pool { range-start = 192.168.101.1 range-stop = 192.168.101.99 netmask = 255.255.255.0 cache-size = 800 session-db = ${raddbdir}/db.ippool ip-index = ${raddbdir}/db.ipindex override = no maximum-timeout = 0 } } instantiate { exec expr } authorize { preprocess ldap mschap suffix eap files } authenticate { Auth-Type MS-CHAP { mschap } unix eap } preacct { preprocess acct_unique suffix files } accounting { detail unix radutmp sql } session { radutmp } post-auth { sql } pre-proxy { } post-proxy { eap } users DEFAULT Auth-Type := MS-CHAP Fall-Through = 1 ldap.attrmap # # Mapping of RADIUS dictionary attributes to LDAP directory attributes # to be used by LDAP authentication and authorization module (rlm_ldap) # # Format: # ItemType RADIUS-Attribute-Name ldapAttributeName # # Where: # ItemType = checkItem or replyItem # RADIUS-Attribute-Name = attribute name in RADIUS dictionary # ldapAttributeName = attribute name in LDAP schema # # If $GENERIC$ is specified as RADIUS-Attribute-Name, the line specifies # a LDAP attribute which can be used to store any RADIUS # attribute/value-pair in LDAP directory. # # You should edit this file to suit it to your needs. # checkItem $GENERIC$ radiusCheckItem replyItem $GENERIC$ radiusReplyItem checkItem Auth-Type radiusAuthType checkItem Simultaneous-Use radiusSimultaneousUse checkItem Called-Station-Id radiusCalledStationId checkItem Calling-Station-Id radiusCallingStationId checkItem LM-Password sambaLMPassword checkItem NT-Password sambaNTPassword checkItem SMB-Account-CTRL-TEXT sambaAcctFlags checkItem Expiration radiusExpiration checkItem NAS-IP-Address radiusNASIpAddress replyItem Service-Type radiusServiceType replyItem Framed-Protocol radiusFramedProtocol replyItem Framed-IP-Address radiusFramedIPAddress replyItem Framed-IP-Netmask radiusFramedIPNetmask replyItem Framed-Route radiusFramedRoute replyItem Framed-Routing radiusFramedRouting replyItem Filter-Id radiusFilterId replyItem Framed-MTU radiusFramedMTU replyItem Framed-Compression radiusFramedCompression replyItem Login-IP-Host radiusLoginIPHost replyItem Login-Service radiusLoginService replyItem Login-TCP-Port radiusLoginTCPPort replyItem Callback-Number radiusCallbackNumber replyItem Callback-Id radiusCallbackId replyItem Framed-IPX-Network radiusFramedIPXNetwork replyItem Class radiusClass replyItem Session-Timeout radiusSessionTimeout replyItem Idle-Timeout radiusIdleTimeout replyItem Termination-Action radiusTerminationAction replyItem Login-LAT-Service radiusLoginLATService replyItem Login-LAT-Node radiusLoginLATNode replyItem Login-LAT-Group radiusLoginLATGroup replyItem Framed-AppleTalk-Link radiusFramedAppleTalkLink replyItem Framed-AppleTalk-Network radiusFramedAppleTalkNetwork replyItem Framed-AppleTalk-Zone radiusFramedAppleTalkZone replyItem Port-Limit radiusPortLimit replyItem Login-LAT-Port radiusLoginLATPort replyItem Reply-Message radiusReplyMessage eap.conf eap { default_eap_type = peap timer_expire = 60 ignore_unknown_eap_types = no cisco_accounting_username_bug = no md5 { } leap { } gtc { auth_type = PAP } tls { private_key_password = whatever private_key_file = ${raddbdir}/certs/cert-srv.pem certificate_file = ${raddbdir}/certs/cert-srv.pem CA_file = ${raddbdir}/certs/demoCA/cacert.pem dh_file = ${raddbdir}/certs/dh random_file = /dev/urandom } peap { default_eap_type = mschapv2 } mschapv2 { } } clients.conf #client some.host.org { # secret = # shortname = localhost #} # # You can now specify one secret for a network of clients. # When a client request comes in, the BEST match is chosen. # i.e. The entry from the smallest possible network. # #client 192.168.0.0/24 { # secret = testing-1 # shortname = private-network-1 #} # #client 192.168.0.0/16 { # secret = testing-2 # shortname = private-network-2 #} #client 10.10.10.10 { # # secret and password are mapped through the "secrets" file. # secret = testing # shortname = liv1 # # the following three fields are optional, but may be used by # # checkrad.pl for simultaneous usage checks # nastype = livingston # login = !root # password = someadminpas #} I've removed passwords. /etc/ppp/opions.pptpd lock nobsdcomp nodeflate mtu 1000 mru 1000 debug auth -chap -mschap +mschap-v2 plugin radius.so plugin radattr.so