Greenshot is a free and open source light-weight screenshot software tool for Windows. If you havent heard about it; I strongly suggest to try it out.
http://getgreenshot.org/
Silent Install
“Greenshot-INSTALLER-0.8.0-0627.exe” /VERYSILENT /SUPPRESSMSGBOXES /NORESTART /SP-
Application Settings
Greenshot uses an encoded file based config file unique for each user, located at
%APPDATA%/Greenshot/Config.dat
So the ideal setting can be applied by pre creating this dat file and copying it to APPDATA location at logon.