Thanks for your report. Was in an interactive upgrade? Or an automatic/silent one? What version were you using previously?
The automatic reboot after upgrade forced me to reboot without prompting and did not allow me time to save the work that I was doing and that work was lost, It also put one of the VMs I was running in a bad state and I had to revert it, also losing work that I had done. This is just bad etiquette as well as just annoying. Please fix the installer to properly prompt the user before rebooting.
I am running Windows 10 Enterprise version 1809 build 17763.1518
I installed WinSCP 5.17.8