Hi Alex,
from which to which 15.5.* Version are you Upgrading?
Have you Updated the Required Software on the Server?
https://www.soti.net/mc/help/v15.5/en/setup/installing/system_requirements.html?hl=system%2Crequirements
As mentioned in another post, this happened to me quite a few times, the resolution we found was to first uninstall the old version on the app-server and then install the "Update".
When just installing the new version whilst the previous version was still on the system, the deployment server kept crashing every time.