I use this : 

You need this in smb.conf 
# Added for freeradius or squid proxy support
# Obligated to set on both AD-DC and Member server.
ntlm auth = mschapv2-and-ntlmv2-only 

And this or something like that, i have more working auth setups for squid, 
But i use this primarly. 

auth_param negotiate program /usr/lib/squid/negotiate_wrapper_auth \
    --kerberos /usr/lib/squid/negotiate_kerberos_auth -k /etc/squid/HTTP.keytab 
\
    -s HTTP/proxy1.internal.domain.tld@REALM \
    --ntlm /usr/bin/ntlm_auth --helper-protocol=gss-spnego --domain=NTDOM

Still not working try/change above line to : 
    --ntlm /usr/bin/ntlm_auth --allow-mschapv2 --helper-protocol=gss-spnego 
--domain=NTDOM

But should not be needed. 

And dont forget to add the HTTP spn on the member server.
net ads keytab add_update_ads HTTP/proxy1.internal.domain.tld -UAdministrator

Also, A+PTR records are a must for the proxy with kerberos auth, 


And do remove from smb.conf : 
>     winbind enum users = yes
>     winbind enum groups = yes
Or set these to no. 

I use that on Debian 10 with now squid 4.12. (ssl enabled)
(since debian 8 and squid 3.x ) 
There are more options here, but start with above.

My setup does, in this order. 
Negotiated Kerberos/NTLM auth with LDAP auth as fall back.

Beside these few small point, your setup looks great to me. 


Greetz, 

Louis


________________________________

        Van: squid-users [mailto:[email protected]] 
Namens Marcio Demetrio Bacci
        Verzonden: donderdag 30 juli 2020 19:37
        Aan: Squid Users
        Onderwerp: [squid-users] Squid authentication issues
        
        
        Hi,
        
        I set up Squid 4.6 on Debian 10 and I'm having problems with browser 
authentication on a Windows station.
        
        I did the tests on the command line and apparently it's OK.
        
        root@proxy:/etc/squid/acls# /usr/bin/ntlm_auth 
--helper-protocol=squid-2.5-basic
        Registered MSG_REQ_POOL_USAGE
        Registered MSG_REQ_DMALLOC_MARK and LOG_CHANGED
        lp_load_ex: refreshing parameters
        Initialising global parameters
        rlimit_max: increasing rlimit_max (1024) to minimum Windows limit 
(16384)
        Processing section "[global]"
        EMPRESA+mane XXXXX
        NT_STATUS_OK: The operation completed successfully. (0x0)
        OK
        
        Here are my configuration files:
        
        #/ETC/SAMBA/SMB.CONF
        [global]
            netbios name = PROXY
            workgroup = EMPRESA
            security = ADS
            realm = EMPRESA.COM.BR
            encrypt passwords = yes
            username map = /etc/samba/user.map
        
            log file = /var/log/samba/%m.log
            log level = 3 passdb:5 auth:5
        
            idmap config * : backend = tdb
            idmap config * : range = 3000-7999
        
            idmap config EMPRESA:backend = ad
            idmap config EMPRESA:schema_mode = rfc2307
            idmap config EMPRESA:range = 10000-999999
            idmap config EMPRESA:unix_nss_info = yes
            idmap config EMPRESA:unix_primary_group = yes
        
            winbind refresh tickets = Yes
            winbind use default domain = yes
            winbind separator = +
            winbind enum users = yes
            winbind enum groups = yes
        
            vfs objects = acl_xattr
            map acl inherit = yes
            store dos attributes = yes
        
            template shell = /bin/bash
            template homedir = /home/%U
        
            dedicated keytab file = /etc/krb5.keytab
            kerberos method = secrets and keytab
        
            load printers = no
            printing = bsd
            printcap name = /dev/null
            disable spoolss = yes
        
        #ETC/NSSWITCH.CONF
        # /etc/nsswitch.conf
        #
        # Example configuration of GNU Name Service Switch functionality.
        # If you have the `glibc-doc-reference' and `info' packages installed, 
try:
        # `info libc "Name Service Switch"' for information about this file.
        
        passwd:         compat winbind 
        group:          compat winbind 
        shadow:         compat
        gshadow:        files
        
        hosts:          files dns
        networks:       files
        
        protocols:      db files
        services:       db files
        ethers:         db files
        rpc:            db files
        netgroup:       nis
        
        #/ETC/KRB5.CONF
        [libdefaults]
            dns_lookup_realm = false
            dns_lookup_kdc = true
            default_realm = EMPRESA.COM.BR
        
        #/ETC/SQUID/SQUID.CONF
        
        http_port 3128
        
        cache_mem 512 MB
        cache_swap_low 80
        cache_swap_high 90
        
        maximum_object_size 512 MB
        minimum_object_size 0 KB
        
        maximum_object_size_in_memory 4096 KB
        
        cache_replacement_policy heap LFUDA
        memory_replacement_policy heap LFUDA
        
        quick_abort_min -1 KB
        
        detect_broken_pconn on
        
        fqdncache_size 1024
        
        refresh_pattern ^ftp: 1440 20% 10080
        refresh_pattern ^gopher: 1440 0% 1440
        refresh_pattern -i (/cgi-bin/|\?) 0 0% 0
        refresh_pattern . 0 20% 4320
        
        access_log /var/log/squid/access.log
        cache_log /var/log/squid/cache.log
        
        cache_dir aufs /var/spool/squid 600 16 256
        
        auth_param ntlm program /usr/bin/ntlm_auth 
--helper-protocol=squid-2.5-basic
        auth_param ntlm children 20 startup=0 idle=1
        auth_param ntlm keep_alive on
        
        visible_hostname "Monitoramento de Acesso à Internet"
        ### acls
        #acl manager proto cache_object
        acl localhost src MailScanner warning: numerical links are often 
malicious: 192.168.1.17/32 <http://192.168.1.17/32> 
        acl to_localhost dst MailScanner warning: numerical links are often 
malicious: 192.168.1.17/32 <http://192.168.1.17/32> 
        acl SSL_ports port 22 80 3456 443 563 587 993 2811 3001 3322 7071 8443 
9191 10000 23000 
        acl Safe_ports port 21 # ftp
        acl Safe_ports port 70 # gopher
        acl Safe_ports port 80 # http
        acl Safe_ports port 88 # kerberos
        acl Safe_ports port 123 # ntp
        acl Safe_ports port 210 # wais
        acl Safe_ports port 280 # http-mgmt
        acl Safe_ports port 3456 # Siafi
        acl Safe_ports port 389 # ldap
        acl Safe_ports port 443 # https
        acl Safe_ports port 488 # gss-http
        acl Safe_ports port 563 # snews
        acl Safe_ports port 591 # filemaker
        acl Safe_ports port 777 # multiling http
        acl Safe_ports port 3001         # imprenssa nacional
        acl Safe_ports port 8080 # http
        acl Safe_ports port 8443 # http
        acl Safe_ports port 1025-65535 # unregistered ports
        
        acl purge method PURGE
        acl CONNECT method CONNECT
        
        # ---- Windows Update ----
        acl microsoft url_regex "/etc/squid/acls/ms-update"
        acl atualizacoes dstdomain microsoft.com
        http_access allow microsoft
        http_access allow atualizacoes
        
        http_access allow localhost
        http_access allow purge localhost
        http_access deny purge
        http_access deny !Safe_ports
        http_access deny CONNECT !SSL_ports
        
        acl autenticados proxy_auth REQUIRED
        http_access deny !autenticados
        
        acl sites_liberados url_regex -i "/etc/squid/acls/sites-permitidos"
        http_access allow sites_liberados
        
        acl extensoes_bloqueadas url_regex -i 
"/etc/squid/acls/extensoes-proibidas"
        http_access deny extensoes_bloqueadas
        
        ### Bloqueia sites por URL
        acl sites_bloqueados url_regex -i "/etc/squid/acls/sites-proibidos"
        http_access deny sites_bloqueados
        
        ### Rede LAN #####
        acl rede_usuarios src MailScanner warning: numerical links are often 
malicious: 192.168.0.0/24 <http://192.168.0.0/24> 
        
        
        ### Nega acesso de quem nao esta na rede local
        http_access allow rede_usuarios
        acl extensoes_bloqueadas url_regex -i 
"/etc/squid/acls/extensoes-proibidas"
        acl sites_liberados url_regex -i "/etc/squid/acls/sites-permitidos"
        http_access allow sites_liberados
        http_access deny extensoes_bloqueadas
        http_access allow autenticados
        http_access deny all
        
        error_directory /usr/share/squid/errors/pt-br
        
        coredump_dir /var/spool/squid
        
        can anybody help me?
        
        Regards,
        
        Márcio Bacci
        


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