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Passwords can be brute-forced. For headless servers, use public key authentication: winscp server
If you configured ChrootDirectory, the user is trapped inside that folder. Remove the Match User block in sshd_config to allow full access. winscp server
Match User winscp_user ChrootDirectory C:\SFTPRoot ForceCommand internal-sftp X11Forwarding no AllowTcpForwarding no winscp server
When you "connect to a WinSCP server," you are actually using the WinSCP client to establish a secure tunnel to a remote server's file system. Supported Protocols for Server Connections