The sw upgrade instructions (Firmware_Installation_Instructions) should be found in the zip file that I posted the link for - it's a PDF document. You will find the instructions and the software in the zip file. I recommend using the "network" delivery method.
I will look at the most recent images that you have uploaded once they become visible.
I just did a test of the Office365 smtp. Based on my findings, port 587 is the only smtp port that is supported. And TLS is the only encryption that is supported (SSL does not seem to be supported) by that port.
This is the expected behavoir, but I wanted to at least verify it before we waste time with unsupported settings.
Ok... Thanks for the update
The first thing that I recommend is that you make sure that the sw level on the machine is up to date. This will ensure that the machine is capable of the TLS encryption and SHA-256 hashing. And will hopefully have updated the web interface so that it is a little more friendly. It is also good practice in general.
I realize that you have other machines that are working correctly (and this one was also) and probably have older sw, but I am hoping that an update has been made to the web interface that will make it easier to recommend settings that will get the email working (after your factory reset). The current interface is providing a single section for encryption which is confusing at best. By providing the settings for different protocols and services with no separation between them, does not allow us to know which setting affects which protocol or service. It's simply a mess. It will be a guessing game that neither one of us have time for. I also do not see a way to disable certificate checking (certificate checking is a failure point on many smtp servers, much of the time). Is certificate checking being used within the conversation by default on this device and current sw level? We simple don't know, which is a problem. Hopefully a sw update will make this process much easier.
Below is the latest sw. Please update to this version before we proceed with configuring settings. Also make sure that the date, time, and time zone are accurate on the machine. Let us know when this has been done.
I just wanted to let you know that i am not ignoring you. I am traveling to the location tomorrow to continue to troubleshoot the issue. I will provide more info at that time.