Ok. You are making me think now.
So a request comes in to the WAN side apache server, the server matches the fqdn to one of the vhost config files. If it finds a match, then it forwards the request to the backend proxied server.

I thought all along that when the request came in the proxy was passed onto the backend server intact with the
fqdn to the ip address in the ProxyPass directive

So you think ProxyPass / http://postfixadmin.domain.com/ <http://192.168.60.157/> will work

Then wouldn't I need to update the hosts file on the WAN side so the WAN side server knows who the fqdn is?







On 10/7/2025 12:30 PM, E.S. Rosenberg wrote:


Op di 7 okt 2025 om 22:24 schreef Bret Stern <[email protected]>:

    Eliyahu,
    Appreciate you taking a shot. Here they are:

    <VirtualHost *:80>
     SSLProxyEngine on
     ServerName postfixadmin.domain.com <http://postfixadmin.domain.com>
     ProxyPreserveHost On

     ProxyPass / http://192.168.60.157/
     ProxyPassReverse / http://192.168.60.157/

    </VirtualHost>

    <VirtualHost *:80>
     ServerName mail.domain.com <http://mail.domain.com>
     ProxyPreserveHost On

     ProxyPass / http://192.168.60.157/
     ProxyPassReverse / http://192.168.60.157/

    </VirtualHost>


    By the way the WAN side server hosts 3 websites. But the
    mail.domain.com <http://mail.domain.com> and the
    postfixadmin.domain.com <http://postfixadmin.domain.com> are proxied
    to another server on the lan.

    I kind of feel like this setup is a bit corrupted, there's so much
    info out there, and who knows what the right way.

    My hunch is taking me to a possible ssl encryption setup, so I'm
    asking on letsEncrypt as well.

    If there's anything logs wise you need, I can provide.

    Appreciate your thoughts,
    Bret








    On 10/7/2025 12:07 PM, E.S. Rosenberg wrote:


    Op di 7 okt 2025 om 18:34 schreef Bret Stern
    <[email protected]>:

        Ok. So my understanding of ReWrite rules is to modify the url
        in some fashion...per the Apache docs.
        I don't see any reason to do that..so I commented out all the
        "ReWrite directives". Good to get the junk out of
        the puzzle.

        After commenting out the ReWrites, I restarted httpd.
        postfixadmin.domain.com <http://postfixadmin.domain.com> is
        still landing in the
        mail.domain.com <http://mail.domain.com> DocumentRoot.

        Is there some sort of "debug" directive which would help me
        figure out when the DocumentRoot
        is getting set to what and when.

        Ideas?




        First virt host config for postfixadmin
        <VirtualHost *:80>
            SSLProxyEngine on
            ServerName postfixadmin.domain.com
        <http://postfixadmin.domain.com>
            ProxyPreserveHost On
            ServerAlias www.postfixadmin.domain.com
        <http://www.postfixadmin.domain.com>
            DocumentRoot /var/www/postfixadmin/public

            <Directory /var/www/postfixadmin/public>
                Options -Indexes +FollowSymLinks
                AllowOverride All
            </Directory>

            ErrorLog /var/log/httpd/postfixadmin-error.log
            CustomLog /var/log/httpd/postfixadmin-access.log combined
        #RewriteEngine on
        #RewriteCond %{SERVER_NAME} =www.postfixadmin.domain.com
        <http://www.postfixadmin.domain.com> [OR]
        #RewriteCond %{SERVER_NAME} =postfixadmin.domain.com
        <http://postfixadmin.domain.com>
        #RewriteRule ^ https://%{SERVER_NAME}%{REQUEST_URI}
        [END,NE,R=permanent]
        </VirtualHost>

        second virt host config for mail
        <VirtualHost *:80>
            SSLProxyEngine on
            ServerName mail.domain.com <http://mail.domain.com>
            ProxyPreserveHost On
            ServerAlias www.mail.domain.com <http://www.mail.domain.com>
            DocumentRoot /var/www/html

            <Directory /var/www/html>
                Options -Indexes +FollowSymLinks
                AllowOverride All
            </Directory>

            ErrorLog /var/log/httpd/mail-domain-error.log
            CustomLog /var/log/httpd/mail-domain-access.log combined
        #RewriteEngine on
        #RewriteCond %{SERVER_NAME} =www.mail.domain.com
        <http://www.mail.domain.com> [OR]
        #RewriteCond %{SERVER_NAME} =mail.domain.com
        <http://mail.domain.com>
        #RewriteRule ^ https://%{SERVER_NAME}%{REQUEST_URI}
        [END,NE,R=permanent]
        </VirtualHost>






        On 10/7/2025 7:29 AM, Frank Gingras wrote:


        On Mon, Oct 6, 2025 at 5:12 PM Bret Stern
        <[email protected]> wrote:

            Frank,

            I added the original mail.domain.com
            <http://mail.domain.com> virt host conf file back and
            now my postfixadmin stuff has reverted to
            the wrong DocumentRoot and isn't working.

            Here are the VirtHost files. The names of the files does
            not matter correct..they can be www.domain.com.conf
            <http://www.domain.com.conf> or
            somename.conf, right?

            First virt host config for postfixadmin
            <VirtualHost *:80>
                SSLProxyEngine on
                ServerName postfixadmin.domain.com
            <http://postfixadmin.domain.com>
                ProxyPreserveHost On
                ServerAlias www.postfixadmin.domain.com
            <http://www.postfixadmin.domain.com>
                DocumentRoot /var/www/postfixadmin/public

                <Directory /var/www/postfixadmin/public>
                    Options -Indexes +FollowSymLinks
                    AllowOverride All
                </Directory>

                ErrorLog /var/log/httpd/postfixadmin-error.log
                CustomLog /var/log/httpd/postfixadmin-access.log
            combined
            RewriteEngine on
            RewriteCond %{SERVER_NAME} =www.postfixadmin.domain.com
            <http://www.postfixadmin.domain.com> [OR]
            RewriteCond %{SERVER_NAME} =postfixadmin.domain.com
            <http://postfixadmin.domain.com>
            RewriteRule ^ https://%{SERVER_NAME}%{REQUEST_URI}
            [END,NE,R=permanent]
            </VirtualHost>

            second virt host config for mail
            <VirtualHost *:80>
                SSLProxyEngine on
                ServerName mail.domain.com <http://mail.domain.com>
                ProxyPreserveHost On
                ServerAlias www.mail.domain.com
            <http://www.mail.domain.com>
                DocumentRoot /var/www/html

                <Directory /var/www/html>
                    Options -Indexes +FollowSymLinks
                    AllowOverride All
                </Directory>

                ErrorLog /var/log/httpd/mail-domain-error.log
                CustomLog /var/log/httpd/mail-domain-access.log combined
            RewriteEngine on
            RewriteCond %{SERVER_NAME} =www.mail.domain.com
            <http://www.mail.domain.com> [OR]
            RewriteCond %{SERVER_NAME} =mail.domain.com
            <http://mail.domain.com>
            RewriteRule ^ https://%{SERVER_NAME}%{REQUEST_URI}
            [END,NE,R=permanent]
            </VirtualHost>






            This is my httpd -S readout for the internal server.
            Wondering if anything here is obvious. I don't
            read this stuff enough to know. So appreciate the eyes.

            Not sure what's causing the "already loaded" line below.

            [Mon Oct 06 13:50:40.068370 2025] [so:warn] [pid
            10702:tid 10702] AH01574: module proxy_http_module is
            already loaded, skipping
            VirtualHost configuration:
            *:80                   is a NameVirtualHost
                     default server mail.domain.com
            <http://mail.domain.com>
            (/etc/httpd/conf.d/mail.domain.com.conf:1)
                     port 80 namevhost mail.domain.com
            <http://mail.domain.com>
            (/etc/httpd/conf.d/mail.domain.com.conf:1)
                             alias www.mail.domain.com
            <http://www.mail.domain.com>
                     port 80 namevhost postfixadmin.domain.com
            <http://postfixadmin.domain.com>
            (/etc/httpd/conf.d/postfixadmin.conf:1)
                             alias www.postfixadmin.domain.com
            <http://www.postfixadmin.domain.com>
            *:443                  is a NameVirtualHost
                     default server mail.domain.com
            <http://mail.domain.com>
            (/etc/httpd/conf.d/mail.domain.com-le-ssl.conf:3)
                     port 443 namevhost mail.domain.com
            <http://mail.domain.com>
            (/etc/httpd/conf.d/mail.domain.com-le-ssl.conf:3)
                             alias www.mail.domain.com
            <http://www.mail.domain.com>
                     port 443 namevhost postfixadmin.domain.com
            <http://postfixadmin.domain.com>
            (/etc/httpd/conf.d/postfixadmin-le-ssl.conf:3)
                             alias www.postfixadmin.domain.com
            <http://www.postfixadmin.domain.com>
                     port 443 namevhost 127.0.0.1
            (/etc/httpd/conf.d/ssl.conf:40)
            ServerRoot: "/etc/httpd"
            Main DocumentRoot: "/var/www/html"
            Main ErrorLog: "/etc/httpd/logs/error_log"
            Mutex authdigest-opaque: using_defaults
            Mutex watchdog-callback: using_defaults
            Mutex proxy-balancer-shm: using_defaults
            Mutex rewrite-map: using_defaults
            Mutex ssl-stapling-refresh: using_defaults
            Mutex authdigest-client: using_defaults
            Mutex dav_fs-lockdb: using_defaults
            Mutex lua-ivm-shm: using_defaults
            Mutex ssl-stapling: using_defaults
            Mutex proxy: using_defaults
            Mutex authn-socache: using_defaults
            Mutex ssl-cache: using_defaults
            Mutex default: dir="/etc/httpd/run/" mechanism=default
            Mutex cache-socache: using_defaults
            PidFile: "/etc/httpd/run/httpd.pid"
            Define: DUMP_VHOSTS
            Define: DUMP_RUN_CFG
            User: name="apache" id=48
            Group: name="apache" id=48






























            On 10/6/2025 9:02 AM, Frank Gingras wrote:


            On Mon, Oct 6, 2025 at 11:47 AM Bret Stern
            <[email protected]> wrote:

                Thanks for the comment.

                I had to remove one of my virtual hosts to to get
                this working.

                My virtual host settings were triple checked...but
                the DocumentRoot kept reverting to the
                wrong virtual host DocRoot.

                If the apache logic is to use the ServerName
                directive in the [virthost *:80] as the deciding
                factor to set the DocRoot, then either there is another
                setting that I'm not aware of or there is a bug in
                the logic in apache. When I have more time to
                look, maybe it will surface. I have some other http
                servers in our environments, so will check those
                results as well.

                Regardless, all of this is excellent learning
                experience.
                Bret


                On 10/5/2025 12:08 AM, E.S. Rosenberg wrote:
                Hey Bret,

                Unless I am very much mistaken you need to use the
                FQDN in the ProxyPass directive and if you don't
                want to expose the "real" IP of server B to the
                Internet you would need to "override" the public
                DNS records either in /etc/hosts or if you have
                the ability to present a different DNS view to
                server A and don't mind that complication that
                would be another option.
                You could I guess also use some internal FQDN as
                long as the virtualhosts on server B know to
                respond to that too and all the links they return
                are relative or rewritten to the domain server A
                presents.

                HTH,
                Eliyahu - אליהו

                Op zo 5 okt 2025 om 09:34 schreef Bret Stern
                <[email protected]>:

                    Can someone please comment.

                    Apache server A is a physical server on my
                    network. I has three virtual
                    hosts serving three
                    different websites. This appears to be working
                    correctly.

                    Introducing Apache server B
                    Apache server A also acts as a reverse proxy
                    to Apache server B which is
                    another separate server with a static ip, and
                    acts as my mail server.

                    There are two virtual hosts defined on Apache
                    server B, one is
                    mail.domain.com <http://mail.domain.com> and
                    one is postfixadmin.domain.com
                    <http://postfixadmin.domain.com>

                    My question is can Apache server A route (via
                    reverse proxy) to the two
                    virtual hosts on Apache server B.

                    At this point it's close to working, but my
                    postfixadmin.domain.com
                    <http://postfixadmin.domain.com> is
                    having it's document root directed to
                    virtual host mail.domain.com
                    <http://mail.domain.com>, instead of
                    postfixadmin.domain.com
                    <http://postfixadmin.domain.com>

                    I've spent hours checking my virt host
                    configurations. Is there some
                    other setting outside the virtual host
                    configuration that
                    is allowing the DocumentRoot to be hijacked?

                    Can someone please confirm my setup is possible?
                    Regards




                    
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            You'll need to show the output from the apachectl -S
            command on all servers get a complete answer, to start.


        The name of the config files are not relevant, indeed.

        That being said, your :80 vhosts make no sense.  You use
        SSLProxyEngine on, yet you explicitly redirect to https://
        in the same vhost.  You have to decide if you want to proxy
        or redirect, first.


    Hey Bret,

    Unless I am very much mistaken so far you have only shared the
    config of the internal server (server B) and not the reverse
    proxy configs.
    Based on what you are describing my suspicion is that your
    reverse proxy configuration is wrong/stripping the target
    hostname and thus you end up on whatever virtualhost matches by
    default.

    HTH,
    Eliyahu - אליהו

Hey Bret,
As I suspected you are forwarding to the internal IP address, thus the internal server sees a request for http://IP/ <http://IP/> and has no way to select a virtual host. You can either do what I suggested in my original reply to maintain the hostname or what you can also do is add/strip headers on the reverse proxy.
HTH,
Eliyahu - אליהו

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