I have not found any known issues related to this behavior in Tableau Server with using tsm to set the logo.
Is this behavior still occurring with the customization not taking on the Tableau Server? If so, what version of Tableau Server is this occuringg in?
A troubleshooting step to attempt is to load a GIF or JPEG version of the logo.
I forgot I had made this thread. Here's what happened:
When we upgraded to Tableau 2018, we had to take a disk image or our prior server and copy over the data to a new server. I had admin rights on the 10.4 server, but not on 2018. It was that simple.
Thanks for following up on the post Nathan!
Happy to hear you found a solution.