From owner-freebsd-questions@freebsd.org Tue May 31 01:32:23 2016 Return-Path: Delivered-To: freebsd-questions@mailman.ysv.freebsd.org Received: from mx1.freebsd.org (mx1.freebsd.org [IPv6:2001:1900:2254:206a::19:1]) by mailman.ysv.freebsd.org (Postfix) with ESMTP id 5A541B5507F for ; Tue, 31 May 2016 01:32:23 +0000 (UTC) (envelope-from kellymartin@gmail.com) Received: from mail-vk0-x22f.google.com (mail-vk0-x22f.google.com [IPv6:2607:f8b0:400c:c05::22f]) (using TLSv1.2 with cipher ECDHE-RSA-AES128-GCM-SHA256 (128/128 bits)) (Client CN "smtp.gmail.com", Issuer "Google Internet Authority G2" (verified OK)) by mx1.freebsd.org (Postfix) with ESMTPS id 150731DB0 for ; Tue, 31 May 2016 01:32:23 +0000 (UTC) (envelope-from kellymartin@gmail.com) Received: by mail-vk0-x22f.google.com with SMTP id r140so240356017vkf.0 for ; Mon, 30 May 2016 18:32:23 -0700 (PDT) DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed; d=gmail.com; s=20120113; h=mime-version:date:message-id:subject:from:to; bh=alq++9ifqRVzU37QzDrpk3Vb9/bhqF7M6yReCXRhp5I=; b=XTlttiP6tYuniTXdl0gWDECj5QMOYk2UQ+0f/3IyAIFCrVAjfd+iWNrHTq/qHgzuXS u9DwioQaEUYpmRas1TzBvFi54tJdAZCVz4WkZbHTRXdku5SllIZgOrME1gE7uizARVGS G/YNOvbFDYiL6biDUWo5gtLwD+Ef4upXzkhJAw5P6zoEa4XqHSRDBSRnaEGlu0cStl80 6Wax2qAv83J1qhrwZUSs/A20+me8Iu+vhkgX3vlARag3jEXD+4+vmpfN+IXo1rWgStqC 88h3hh+jrgvXqb0wIJCOjKA42UHKF8ni4BOP5VYZyHKcN5+H2M1Fb1T7X1ClFShgLG+d Ts5A== X-Google-DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed; d=1e100.net; s=20130820; h=x-gm-message-state:mime-version:date:message-id:subject:from:to; bh=alq++9ifqRVzU37QzDrpk3Vb9/bhqF7M6yReCXRhp5I=; b=TRSybeabXDVcdqD/hVov5bk9vGR0g0Bwt5bJGqJdREbK6aeu2MtFZl3Ia9F0HeK9Sf KXnZj9SYcDtAXRCRFqr5o7MZa/bUpaCArisXrV8Gj4JfiKz2mBQ3wsFUXsHtdBnoTMSy VKdVTw1P+WBMtShmTr/IZgegPP6NMpamgY/cgsopfTiCLLWkCJ+fA+uzikqKN8oUkXSa PWV1IemF9SVKx2L0pA0dCdX/Ptt60QvdrYtglowbZj6mGHgs/YaHpePeyUkkkyVRy++T 7rSB+EkqWCCL3yioOu+34oXd7sEaJONUZeg++Sj8/XTfZ79tZwaPiKL1Upyyg4JX7IOF 5z8g== X-Gm-Message-State: ALyK8tKvNd6oWK2sDUGNexGbY7sGzmi5L+ollrz5p8Gu7LxqXdVdyBdxTHdGTt1t7LGpAzENePwWkv69NB3VyA== MIME-Version: 1.0 X-Received: by 10.31.148.1 with SMTP id w1mr16216073vkd.6.1464658341927; Mon, 30 May 2016 18:32:21 -0700 (PDT) Received: by 10.103.75.153 with HTTP; Mon, 30 May 2016 18:32:21 -0700 (PDT) Date: Mon, 30 May 2016 19:32:21 -0600 Message-ID: Subject: sendmail from a jail - intermittent problems From: Kelly Martin To: FreeBSD Questions Content-Type: text/plain; charset=UTF-8 X-Content-Filtered-By: Mailman/MimeDel 2.1.22 X-BeenThere: freebsd-questions@freebsd.org X-Mailman-Version: 2.1.22 Precedence: list List-Id: User questions List-Unsubscribe: , List-Archive: List-Post: List-Help: List-Subscribe: , X-List-Received-Date: Tue, 31 May 2016 01:32:23 -0000 I have a web server running in a jail that needs to send mail. The web server script is configured properly and I get mail from it intermittently... meaning, every once and a while but not reliably at all. Here's the kicker: all the sendmail requests show up properly in /var/log/maillog but most are just never received. They seem to vanish. I'm confused how this could happen. I can reliably send mail from the command line inside the jail. Here is a recent snipped from the log entries trying to send mail from the script. I've anonymized the email and domains to protect the innocent: May 30 16:15:03 webjail sendmail[54383]: u4UMF24X054383: from=www, size=1911, class=0, nrcpts=1, msgid=< 54bd126df09223d3801a199e5d72f22a@my.securesite.com>, relay=www@localhost May 30 16:15:03 webjail sm-mta[54384]: STARTTLS=server, relay=[10.0.0.1], version=TLSv1.2, verify=NO, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:03 webjail sendmail[54383]: STARTTLS=client, relay=[127.0.0.1], version=TLSv1.2, verify=FAIL, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:03 webjail sm-mta[54384]: u4UMF38c054384: from=, size=2021, class=0, nrcpts=1, msgid=< 54bd126df09223d3801a199e5d72f22a@my.securesite.com>, proto=ESMTPS, daemon=Daemon0, relay=[10.0.0.1] May 30 16:15:03 webjail sendmail[54383]: u4UMF24X054383: to=Noreen Somebody , ctladdr=www (80/80), delay=00:00:00, xdelay=00:00:00, mailer=relay, pri=31911, relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (u4UMF38c054384 Message accepted for delivery) May 30 16:15:03 webjail sendmail[54387]: u4UMF31m054387: from=www, size=1128, class=0, nrcpts=1, msgid=< 7ecf1131971053c7881ba0295d547c7e@my.securesite.com>, relay=www@localhost May 30 16:15:03 webjail sm-mta[54388]: STARTTLS=server, relay=[10.0.0.1], version=TLSv1.2, verify=NO, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:03 webjail sendmail[54387]: STARTTLS=client, relay=[127.0.0.1], version=TLSv1.2, verify=FAIL, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:03 webjail sm-mta[54386]: STARTTLS=client, relay= gmail-smtp-in.l.google.com., version=TLSv1.2, verify=FAIL, cipher=ECDHE-RSA-AES128-GCM-SHA256, bits=128/128 May 30 16:15:03 webjail sm-mta[54388]: u4UMF3lu054388: from=, size=1238, class=0, nrcpts=1, msgid=< 7ecf1131971053c7881ba0295d547c7e@my.securesite.com>, proto=ESMTPS, daemon=Daemon0, relay=[10.0.0.1] May 30 16:15:03 webjail sendmail[54387]: u4UMF31m054387: to=Noreen Somebody , ctladdr=www (80/80), delay=00:00:00, xdelay=00:00:00, mailer=relay, pri=31128, relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (u4UMF3lu054388 Message accepted for delivery) May 30 16:15:04 webjail sendmail[54391]: u4UMF3W9054391: from=www, size=987, class=0, nrcpts=2, msgid=< 9b64a1b5489988ac34a99a92bb95d501@my.securesite.com>, relay=www@localhost May 30 16:15:04 webjail sendmail[54391]: STARTTLS=client, relay=[127.0.0.1], version=TLSv1.2, verify=FAIL, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:04 webjail sm-mta[54392]: STARTTLS=server, relay=[10.0.0.1], version=TLSv1.2, verify=NO, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 16:15:04 webjail sm-mta[54390]: STARTTLS=client, relay= gmail-smtp-in.l.google.com., version=TLSv1.2, verify=FAIL, cipher=ECDHE-RSA-AES128-GCM-SHA256, bits=128/128 May 30 16:15:04 webjail sm-mta[54386]: u4UMF38c054384: to=< noreensomebody@gmail.com>, ctladdr= (80/80), delay=00:00:01, xdelay=00:00:01, mailer=esmtp, pri=32021, relay=gmail-smtp-in.l.google.com. [74.125.126.26], dsn=2.0.0, stat=Sent (OK 1464646504 127si27813404itv.11 - gsmtp) May 30 16:15:04 webjail sm-mta[54392]: u4UMF4Dq054392: from=, size=1070, class=0, nrcpts=2, msgid=< 9b64a1b5489988ac34a99a92bb95d501@my.securesite.com>, proto=ESMTPS, daemon=Daemon0, relay=[10.0.0.1] May 30 16:15:04 webjail sendmail[54391]: u4UMF3W9054391: to= info@securesite.com,"SecureSite Admin" , ctladdr=www (80/80), delay=00:00:01, xdelay=00:00:00, mailer=relay, pri=60987, relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (u4UMF4Dq054392 Message accepted for delivery) May 30 16:15:04 webjail sm-mta[54390]: u4UMF3lu054388: to=< noreensomebody@gmail.com>, ctladdr= (80/80), delay=00:00:01, xdelay=00:00:01, mailer=esmtp, pri=31238, relay=gmail-smtp-in.l.google.com. [173.194.198.26], dsn=2.0.0, stat=Sent (OK 1464646505 69si3936877ioe.191 - gsmtp) May 30 16:15:04 webjail sm-mta[54394]: STARTTLS=client, relay= aspmx.l.google.com., version=TLSv1.2, verify=FAIL, cipher=ECDHE-RSA-AES128-GCM-SHA256, bits=128/128 May 30 16:15:04 webjail sm-mta[54394]: u4UMF4Dq054392: to=< admin@securesite.com>,, ctladdr= (80/80), delay=00:00:00, xdelay=00:00:00, mailer=esmtp, pri=61070, relay= aspmx.l.google.com. [74.125.70.27], dsn=2.0.0, stat=Sent (OK 1464646505 f3si40822457ioa.19 - gsmtp) >From what I can see the mail is going out fine but I never receive it. In this case it's To: noreensomebody@gmail.com, who is a customer, and BCC: or CC: admin@securesite.com which is my email. Some details: - FreeBSD 10.x with latest patches - jail only runs Apache/PHP, sendmail, cron and syslog - jail bound to lo1 as 10.0.0.1, no external interfaces - Internal Sendmail running as a daemon - no sendmail entry in the jail's /etc/rc.conf or /etc/rc.local - mail is not being blocked by the firewall on the host - host is running on DigitalOcean's public cloud. I don't know if they do any outbound mail filtering to hosted customer services (doubtful) Any thoughts on how to better diagnose this issue? Should I try to use an external SMTP server? Ultimately I need to get the built-in Sendmail working reliably however. If I send mail to one of my own email addresses from the command line, I do get the email. Here's what that log looks like. Maybe I'm missing something obvious in the previous log. [CODE]May 30 18:12:33 webjail sendmail[54911]: u4V0CWsL054911: from=root, size=95, class=0, nrcpts=1, msgid=<201605310012.u4V0CWsL054911@webjail>, relay=root@localhost May 30 18:12:33 webjail sendmail[54911]: STARTTLS=client, relay=[127.0.0.1], version=TLSv1.2, verify=FAIL, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 18:12:33 webjail sm-mta[54912]: STARTTLS=server, relay=[10.0.0.1], version=TLSv1.2, verify=NO, cipher=DHE-RSA-AES256-GCM-SHA384, bits=256/256 May 30 18:12:33 webjail sm-mta[54912]: u4V0CXLL054912: from=, size=395, class=0, nrcpts=1, msgid=<201605310012.u4V0CWsL054911@webjail>, proto=ESMTPS, daemon=Daemon0, relay=[10.0.0.1] May 30 18:12:33 webjail sendmail[54911]: u4V0CWsL054911: to= me@mytestsite.com, ctladdr=root (0/0), delay=00:00:01, xdelay=00:00:00, mailer=relay, pri=30095, relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (u4V0CXLL054912 Message accepted for delivery) May 30 18:12:33 webjail sm-mta[54914]: STARTTLS=client, relay= aspmx.l.google.com., version=TLSv1.2, verify=FAIL, cipher=ECDHE-RSA-AES128-GCM-SHA256, bits=128/128 May 30 18:12:34 webjail sm-mta[54914]: u4V0CXLL054912: to=, ctladdr= (0/0), delay=00:00:01, xdelay=00:00:01, mailer=esmtp, pri=30395, relay=aspmx.l.google.com. [74.125.193.26], dsn=2.0.0, stat=Sent (OK 1464653554 i78si28053286ita.45 - gsmtp) Thanks, Kelly