Forum Discussion
JGCovalt
Nimbostratus
NimbostratusSMTP Traffic Forward to M365 on Port 587
We're working on tranisitioning away from using our internal Exchange servers for SMTP, and instead pointing to M365 directly via the F5. I have had success sending anonymous traffic on port 25, but ...
hi JGCovalt, congrats on inheriting the BIG-IP! Welcome to the community, and hopefully we can assist. Just a couple comments/resources to get you thinking before the long weekend:
- Currently, do you have only port 25 virtual server and port 25 pool members, or do you have listeners/pool members for both 25/587?
- Do you need to observe/act on secured mail arriving from client or server, or just route it?
- Solutions for supporting cleartext and tls-encrypted mail
- Codeshare - https://community.f5.com/t5/codeshare/starttls-server-smtp-with-cleartext-and-starttls-client-support/ta-p/287751
- Codeshare - https://community.f5.com/t5/codeshare/smtp-start-tls/ta-p/291390
- Article - https://community.f5.com/t5/technical-articles/advanced-irules-smtp-start-tls/ta-p/287499
JRahm
Admin
Adminhi JGCovalt, congrats on inheriting the BIG-IP! Welcome to the community, and hopefully we can assist. Just a couple comments/resources to get you thinking before the long weekend:
- Currently, do you have only port 25 virtual server and port 25 pool members, or do you have listeners/pool members for both 25/587?
- Do you need to observe/act on secured mail arriving from client or server, or just route it?
- Solutions for supporting cleartext and tls-encrypted mail
- Codeshare - https://community.f5.com/t5/codeshare/starttls-server-smtp-with-cleartext-and-starttls-client-support/ta-p/287751
- Codeshare - https://community.f5.com/t5/codeshare/smtp-start-tls/ta-p/291390
- Article - https://community.f5.com/t5/technical-articles/advanced-irules-smtp-start-tls/ta-p/287499
JGCovaltNimbostratus
NimbostratusI have a pool and virtual machine set up for 25 and another for 587, and can confirm that both are getting a reply from M365 when seting a health check to those ports. I'd been trynig to use the iRule in your second link without success.
The iRule on the first link you provided, however, seemed to fix the issue. I have at least one application that still won't authenticate properly on 587, but I think that's the app, not my settings.
Thanks very much!