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https://support.microsoft.com/en-us/help/303734/how-to-configure-the-smtp-virtual-server-for-message-delivery
Apr 16, 2018 · In the MMC, click to select the SMTP virtual server, and then click Properties on the Action menu. On the Delivery tab, click Advanced to open the Advanced Delivery dialog box. For Maximum hop count, type a value for the number of hops a message can …
https://support.hostway.com/hc/en-us/articles/360002248059-How-to-Set-Up-An-Internal-SMTP-Service-For-Windows-Server
Dec 27, 2018 · Tick the Attempt direct delivery box, if you want the server to attempt to deliver the email directly first before trying the Smart host. From the Search charm, type Firewall to locate and run the Windows Firewall with Advanced Security console.
https://www.experts-exchange.com/questions/23075977/Attempt-direct-delivery-before-sending-to-smart-host-does-not-work.html
Hi I have a SMTP server on my web server. I have a smart host that works fine and all mail sends. If I tick box "Attempt direct delivery before sending to smart host" then some email fails, but the same mail works fine when not ticked.
https://www.tech-faq.com/understanding-and-managing-smtp-virtual-servers.html
Attempt Direct Delivery Before Sending To Smart Host: This checkbox becomes available when a Smart Host is specified. Perform Reverse DNS Lookup On Incoming Messages: It is recommended to not enable Reverse DNS Lookup because it slows the SMTP server’s performance. LDAP Routing Tab4.3/5(9)
https://forums.iis.net/t/1148483.aspx
Mar 21, 2008 · The Event source is SMTPSVC, so yes it does sound like IIS is trying to deliver direct. I have checked that the option "Attempt direct delivery before sending to smart host" is NOT ticked. Yes you can successfully probe remote DNS servers using NSLOOKUP.
https://answers.microsoft.com/en-us/msoffice/forum/msoffice_o365admin-mso_dep365-mso_o365b/smtp-relay-to-office-365-just-stopped-working-with/6a4fcf28-0f8b-4318-9a89-ed0adb5688d7
Jun 30, 2018 · in SMTP relay. Anonymous authentication and MX record as smart host along with port 25. Message delivery to the host <removed by moderator for protecting your privacy> failed while delivering to the remote domain 'u*****.com.au' for the following reason: The remote server did not respond to a connection attempt.
https://www.experts-exchange.com/questions/20794824/IIS-SMTP-Mail-Gets-Stuck-In-Queue.html
Jan 27, 2012 · Direct Delivery With this option your SMTP server delivers mail directly to the SMTP Server resposible for the domain the mail message is getting sent to. What it does is looks up who is the responsible mail server for the domain and sends the mail to that server.
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