This issue perplexed me for far longer than it should have. Being a rookie in the ways of the network world, I had yet to learn of all the paths one can take to solve an issue quickly. After all, solving issues can be hard if you don’t know where to look to begin with.
A client was having issues with their SMTP server and Scan to E-mail. The first issue involved large documents being split into several e-mails. The second issue would be that the client would not always receive the scans in their inbox at all, without any errors, though this issue was very intermittent, so most scans were making it to their destinations.
The printer vendors swore that it was not their problem (which is true), so I was tasked to help solve it. After trouble shooting and looking at settings, I was scratching my head as to what exactly could be causing the problems. Being an intermittent issue, it was hard to say why some were making it through and others were not. The printer settings were correct, split large files was disabled, and the spam filters were set to allow all e-mails from the printers to everyone’s inbox.
Now we did narrow it down to the SMTP server itself as using a test Gmail account for their SMTP worked just fine. But what exactly was happening on that server?
After spending well over a month and the issue escalating to critical, I was able to get help from one of the senior staff.
We poked around in the SMTP server. Lo and behold, the SMTP server was set to split large files. The SMTP server has the power to override any setting on the printers. Increasing allowed file size meant that the scans were no longer being split into different e-mails. Finally, the first issue was solved.
Now what could be causing the scans to not always go to the user’s inbox? After digging around further, I discovered the .BAD logs. Opening them in notepad revealed undeliverable headers with the reasons why the e-mails were failing.
Before I say why, during the course of trying to find some sort of logs that could point to why these issues were happening I found that the SMTP server utilized several IP addresses to send the e-mails. So when I found the undeliverable headers, they showed just a single IP address as being blocked. Now this makes sense! Because the IP addresses used were mostly random, several would work just fine. That is until the blocked IP was used.
So who was blocking the IP? Microsoft.
So the client contacted Microsoft to have that IP delisted from the blocked list and everyone lived happily ever after.
It is just a shame it took me so long to figure all this out. However it was certainly a learning experience.