It seems like your shared mailetcontainer.xml file is not of 3.6.0 version,
This is my RemoteDelivery mailet in mailetcontainer.xml and <!-- Attempt remote delivery using the specified repository for the spool, --> <!-- using delay time to retry delivery and the maximum number of retries --> <mailet match="All" class="RemoteDelivery"> <outgoing>outgoing</outgoing> <!-- Delivery Schedule based upon RFC 2821, 4.5.4.1 --> <!-- 5 day retry period, with 4 attempts in the first hour, two more within the first 6 hours, and then every 6 hours for the rest of the period. <delayTime>4 * 15 minutes, 2 * 3 hours, 18 * 6 hours</delayTime> --> <delayTime>5000, 100000, 500000</delayTime> <maxRetries>3</maxRetries> <!-- The max reties which will used if no A or MX record for the domain was found. --> <!-- If 0 it will fail on first time --> <maxDnsProblemRetries>0</maxDnsProblemRetries> <!-- The number of threads that should be trying to deliver outgoing messages --> <deliveryThreads>10</deliveryThreads> <!-- If false the message will not be sent to given server if any recipients fail --> <sendpartial>true</sendpartial> <!-- By default we send bounces to the "bounce" processor --> <!-- By removing this configuration James will fallback to hardcoded bounce --> <!-- notifications --> <bounceProcessor>bounces</bounceProcessor> <!-- A single mail server to deliver all outgoing messages. --> <!-- This is useful if this server is a backup or failover machine, --> <!-- or if you want all messages to be routed through a particular mail server, --> <!-- regardless of the email addresses specified in the message --> <!-- --> <!-- The gateway element specifies the gateway SMTP server name. --> <!-- If your gateway mail server is listening on a port other than 25, --> <!-- you can set James to connect to it on that port using the gatewayPort --> <!-- element. --> <!-- Although normally multiple addresses are implemented through proper --> <!-- DNS configuration, the RemoteDelivery mail does allow specifying --> <!-- multiple gateway elements, each of which may also have a port --> <!-- e.g., mygateway:2525 --> <!-- the gatewayPort element is used as a default --> <!-- <gateway>otherserver.mydomain.com</gateway> <gatewayPort>25</gatewayPort> --> <!-- If the gateway requires smtp authentication the following directives --> <!-- (gatewayUsername/gatewayPassword) can be used. --> <!-- <gatewayUsername>login</gatewayUsername> <gatewayPassword>pass</gatewayPassword> --> <!-- Set the HELO/EHLO name to use when connectiong to remote SMTP-Server --> <!-- <mail.smtp.localhost>myMailServer</mail.smtp.localhost> --> </mailet> I added this last part : <startTLS>true</startTLS> <sslEnable>false</sslEnable> <heloName>${env:OP_JAMES_REMOTE_DELIVERY_HELO}</heloName> and James emails could not reach the destination, I'm still looking Regards, On Thu, Dec 23, 2021 at 3:57 AM btell...@apache.org <btell...@apache.org> wrote: > <processor state="relay" enableJmx="true"> <mailet match="All" > class="RemoteDelivery"> <outgoingQueue>outgoing</outgoingQueue> > <delayTime>5000, 100000, 23*500000</delayTime> > <maxRetries>25</maxRetries> > <maxDnsProblemRetries>0</maxDnsProblemRetries> > <deliveryThreads>10</deliveryThreads> <sendpartial>true</sendpartial> > <bounceProcessor>bounces</bounceProcessor> <debug>true</debug> > <startTLS>true</startTLS> <sslEnable>false</sslEnable> > <heloName>${env:OP_JAMES_REMOTE_DELIVERY_HELO}</heloName> </mailet> > </processor> > > (sample taken from mailetcontainer.xml of one of my environments.) > > The important thing here is startTLS true as it enable opportunistic > connection upgrades. > > Your very next problem is GMail complaining about your self signed > certificates used for RemoteDelivery: You need to set up javax.mail to > use your regular certificates. > > Regards, > > Benoit > > On 22/12/2021 19:04, Bs Serge wrote: > > Hi again, > > > > After configuring Reverse DNS PTR record, SPF, DKIM and DMARC, emails I > > send are now out of spam and inside the inbox (of GMAIL, ...) > > > > But they are still marked as unencrypted as you can see here: > > https://ibb.co/FsLF6Lr > > > > Even though I configured STARTTLS and generated an SSL certificate using > > Letsencrypt (certbot) > > > > I have added screenshots of other checks as well : > > > > - mxtoolbox.com : https://ibb.co/StSwwtP > > - checktls.com : https://ibb.co/f8KHj0t > > - GMAIL show original: https://ibb.co/jRwcs1w > > - DMARC: https://ibb.co/VBJ0SZ1 > > > > Kindly let me know what I might be missing. > > > > Any comments or thoughts would be appreciated. > > > > Best Regards, > > >