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    Configure Mastodon to Use Zoho ZeptoMail for SMTP Email

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    email smtp zoho zoho email zeptomail mastodon
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    • scottalanmillerS
      scottalanmiller
      last edited by

      This is tested with Mastodon 4.1.2. ZeptoMail is Zoho transactional email system. This is not well documented from either side, so here are the working details.

      SMTP_SERVER=smtp.zeptomail.com
      SMTP_PORT=587
      SMTP_LOGIN=emailappsmtp.20ct9yn34098tv75 (this is your login, NOT the generic API that Zepto shows in samples)
      SMTP_PASSWORD=password (the password supplied by ZeptoMail "less secure" option)
      SMTP_AUTH_METHOD=plain
      SMTP_OPENSSL_VERIFY_MODE=none
      SMTP_ENABLE_STARTTLS=auto
      [email protected]
      
      PhlipElderP 1 2 Replies Last reply Reply Quote 1
      • PhlipElderP
        PhlipElder @scottalanmiller
        last edited by

        @scottalanmiller We have an internal IIS or Exchange based SMTP server that we set up for this. It's just too painful otherwise to figure out.

        It's also temperamental. It will just stop working.

        JaredBuschJ scottalanmillerS 3 Replies Last reply Reply Quote 0
        • JaredBuschJ
          JaredBusch @PhlipElder
          last edited by

          @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

          internal IIS or Exchange based SMTP server

          I have had these things. They never seem stable to me.

          @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

          It's also temperamental. It will just stop working.

          I use Postfix, typically on Fedora, I don't have problems then.
          I setup it up on Vultr and restrict the IP that can connect to the company offices.

          PhlipElderP 1 Reply Last reply Reply Quote 2
          • scottalanmillerS
            scottalanmiller @PhlipElder
            last edited by

            @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

            It's also temperamental. It will just stop working.

            ZeptoMail? I've never had that happen.

            1 Reply Last reply Reply Quote 0
            • scottalanmillerS
              scottalanmiller @PhlipElder
              last edited by

              @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

              We have an internal IIS or Exchange based SMTP server that we set up for this. It's just too painful otherwise to figure out.

              We never do that because it's too temperamental. If you get blacklisted or anything, all it takes is your datacenter getting listed by some random group and suddenly O365 blocks you. We do this with Postfix which is faster, easier and more stable than Exchange (in places where we deal with Exchange we typically put Postfix in front of it for safety) but only to relay to ZeptoMail or SendGrid or Mailgun because that's how you make transactional Exchange or Postfix the most reliable.

              PhlipElderP 1 Reply Last reply Reply Quote 1
              • PhlipElderP
                PhlipElder @JaredBusch
                last edited by

                @JaredBusch said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                internal IIS or Exchange based SMTP server

                I have had these things. They never seem stable to me.

                @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                It's also temperamental. It will just stop working.

                I use Postfix, typically on Fedora, I don't have problems then.
                I setup it up on Vultr and restrict the IP that can connect to the company offices.

                Sorry, poorly written English.

                Mastodon is temperamental with SMTP.

                We have IIS SMTP and Exchange set up across the board (our clients are cloud averse) with Exchange being fully stable once in.

                scottalanmillerS 1 Reply Last reply Reply Quote 0
                • PhlipElderP
                  PhlipElder @scottalanmiller
                  last edited by

                  @scottalanmiller said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                  @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                  We have an internal IIS or Exchange based SMTP server that we set up for this. It's just too painful otherwise to figure out.

                  We never do that because it's too temperamental. If you get blacklisted or anything, all it takes is your datacenter getting listed by some random group and suddenly O365 blocks you. We do this with Postfix which is faster, easier and more stable than Exchange (in places where we deal with Exchange we typically put Postfix in front of it for safety) but only to relay to ZeptoMail or SendGrid or Mailgun because that's how you make transactional Exchange or Postfix the most reliable.

                  All of our mail servers are properly set up with a SmartHost, SPF, and DMARC. We don't have any reputation issues. That's a 2000s kind of problem.

                  scottalanmillerS 1 Reply Last reply Reply Quote 0
                  • scottalanmillerS
                    scottalanmiller @PhlipElder
                    last edited by

                    @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                    All of our mail servers are properly set up with a SmartHost, SPF, and DMARC. We don't have any reputation issues. That's a 2000s kind of problem.

                    No, it's current. Microsoft blacklists entire datacenters still. There's a lawsuit in Illinois about it that they lost. It's a very real thing still that RBL are used by the majors (like Microsoft, but not Google) and used to shut down entire ISPs and IP blocks. I've been brought in to help providers with these issues, it's a huge legal problem and if you don't get hit with it, it seems like it doesn't exist, and if you do get hit, it seems like there's no recourse (hint: there isn't.)

                    JaredBuschJ PhlipElderP 2 Replies Last reply Reply Quote 2
                    • scottalanmillerS
                      scottalanmiller @PhlipElder
                      last edited by

                      @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                      Mastodon is temperamental with SMTP.

                      Like from version to version? What does it do? It's sad that they've not implemented API calls yet.

                      1 Reply Last reply Reply Quote 0
                      • 1
                        1337 @scottalanmiller
                        last edited by 1337

                        This post is deleted!
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                        • JaredBuschJ
                          JaredBusch @scottalanmiller
                          last edited by JaredBusch

                          @scottalanmiller said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                          @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                          All of our mail servers are properly set up with a SmartHost, SPF, and DMARC. We don't have any reputation issues. That's a 2000s kind of problem.

                          No, it's current. Microsoft blacklists entire datacenters still. There's a lawsuit in Illinois about it that they lost. It's a very real thing still that RBL are used by the majors (like Microsoft, but not Google) and used to shut down entire ISPs and IP blocks. I've been brought in to help providers with these issues, it's a huge legal problem and if you don't get hit with it, it seems like it doesn't exist, and if you do get hit, it seems like there's no recourse (hint: there isn't.)

                          MS blocks entire IP blocks based on ISP ownership of said IP at the ISP request. It is fucking horrid.

                          Example (a Comcast IP): https://check.spamhaus.org/listed/?searchterm=69.139.101.133

                          9b5b5f3c-d2b8-4ee4-bda3-4e967b5d8ea9-image.png

                          scottalanmillerS 1 Reply Last reply Reply Quote 0
                          • scottalanmillerS
                            scottalanmiller @JaredBusch
                            last edited by

                            @JaredBusch said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                            @scottalanmiller said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                            @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                            All of our mail servers are properly set up with a SmartHost, SPF, and DMARC. We don't have any reputation issues. That's a 2000s kind of problem.

                            No, it's current. Microsoft blacklists entire datacenters still. There's a lawsuit in Illinois about it that they lost. It's a very real thing still that RBL are used by the majors (like Microsoft, but not Google) and used to shut down entire ISPs and IP blocks. I've been brought in to help providers with these issues, it's a huge legal problem and if you don't get hit with it, it seems like it doesn't exist, and if you do get hit, it seems like there's no recourse (hint: there isn't.)

                            MS blocks entire IP blocks based on ISP ownership of said IP at the ISP request. It is fucking horrid.

                            Example (a Comcast IP): https://check.spamhaus.org/listed/?searchterm=69.139.101.133

                            9b5b5f3c-d2b8-4ee4-bda3-4e967b5d8ea9-image.png

                            They do, but they also block ISPs at the request of OTHER ISPs!! It's nuts. They are super willing to block anyone and everyone and there's no process for fixing it.

                            1 Reply Last reply Reply Quote 0
                            • PhlipElderP
                              PhlipElder @scottalanmiller
                              last edited by

                              @scottalanmiller said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                              @PhlipElder said in Configure Mastodon to Use Zoho ZeptoMail for SMTP Email:

                              All of our mail servers are properly set up with a SmartHost, SPF, and DMARC. We don't have any reputation issues. That's a 2000s kind of problem.

                              No, it's current. Microsoft blacklists entire datacenters still. There's a lawsuit in Illinois about it that they lost. It's a very real thing still that RBL are used by the majors (like Microsoft, but not Google) and used to shut down entire ISPs and IP blocks. I've been brought in to help providers with these issues, it's a huge legal problem and if you don't get hit with it, it seems like it doesn't exist, and if you do get hit, it seems like there's no recourse (hint: there isn't.)

                              We're dealing with a client who has their site hosted in a Yandex.RU data centre and guess what? Yeah, some putz between their web server and ProofPoint has a sinkhole because Ukraine. The web server can e-mail @Outlook.Com because they have servers around the world but not ProofPoint.

                              We've had lots of issues over the years where one midbone/backbone provider either shapes or blocks packets from another because they're in a contract dispute. Poof. Packets gone.

                              1 Reply Last reply Reply Quote 0
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