On our Windows stack we have an issue where systems manager fails to install .MSI files. Here is what I have gotten to on our Windows 11 device:
1. We upload the .MSI
2. In Meraki you can download the MSI which I confirm it is 41MB
3. It pushes the install but eventually fails
4. When looking at the logs it downloads the file to C:\programdata\meraki\systems manager agent\temp\download
5. However looking at that file it is trying to execute it is only 16kb
I tried re-uploading the file, and even pointing the file to a dedicated URL and confirmed it is a 41MB MSI, but when Meraki pulls it down it is getting stuck. From what I can tell that is the issue but I could be wrong.
I am spinning up a Windows 10 device now to test that OS.