The option is indeed not there, when the upload is initiated from Explorer's Send To menu. I find it dangerous to allow uploads this way without any confirmation.

But you can remove the confirmation using /defaults commandline switch. Go to %APPDATA%\Microsoft\Windows\SendTo, find your entry, go to its Properties and add /defaults to the commandline (before /upload).

WinSCP version: 6.1.2 (Build 13797 2023-09-19)
Transfer protocol: FTP
OS: Windows 10 Pro 19045.3693
Interface style: commander

Steps to reproduce the problem:

1. Open Windows File Wxplorer
   
2. Select any file
   
3. Right click and click Send to devicename@ipaddress (upload using WinSCP) button
   
4. There is a confirmation popup without "do not show this dialog box again" button
   

I just want the transfer to start ASAP. I am not going to change location or anything so its an additional step that i have to do by clicking OK every time.

According to this https://winscp.net/eng/docs/ui_copy#suppress there should be a button to suppress it but it's not there. Please help.