I do not understand. You cannot disable the "resume support" per file mask.
So I do not see, what you want to configure differently.

I solved using different INI file.
Could be a valid solution ?

Open the folder where you have installed WinSCP, example:
C:\Program Files (x86)\WinSCP

Create the following script file winscp_with_endurance.bat:
@echo off
setlocal
"%CD%\WinSCP.exe" /ini="%CD%\winscp_with_endurance.ini"
endlocal

Create the following script file winscp_without_endurance.bat:
@echo off
setlocal
"%CD%\WinSCP.exe" /ini="%CD%\winscp_without_endurance.ini"
endlocal

Hi,
I have the following problem with WinSCP/Gui (not scripting):

On ServerA I have to disable endurance for *.pdf files.
On ServerB I have to enable endurance for *.csv files.

Is it possible to do this on the Preference Settings ?

thanks in advance for the help

Marco