UPDATE: TMobile cut a hole in my roof
Sorry for starting a new thread. I couldn't add pictures to my original post.
https://www.reddit.com/r/HomeMaintenance/comments/1thlf85/tmobile_cut_a_hole_in_my_roof/
TMobile sent a full time tech onsite. He rerouted the fiber cable. Did a great job. He told me the same contract company that hired the first tech would be sending a guy out to fix the hole. Guy came out and applied DAP Asphalt Roof Sealant. I asked if they were at least going to replace the shingle, he said this was just as good. Here's a picture of what he did and what he used.