Hello ​@gabriel.restrepo, You can use direct connect to SFTP. Here are some articles to help:

Direct Connect string for SSH using CMD, Putty, MobaXterm, WinSCP and Filezilla

MobaXterm SFTP side pane missing directories and file when doing Quick Connect session that are proxied through Password Safe

Hope this helps

Hi Gloria,

Thank you for your response — that’s a great approach for scenarios where I need to download files to my laptop or upload them to a managed system.

However, my question was more focused on cases where the transfer is between two managed systems within the PasswordSafe environment.

Thank you for your support.

​@gabriel.restrepo The scenario your are describing its possible, but i would recommend against it, you will mostly like break your session monitoring service the moment you try to send a file with more than 5mb.

I know because i have done so on the past, the service just can’t work with file transfer over a proxied session to another proxied session, but if you want to try, here what you got do:

1 - Direct Connection to a SSH session with putty or moba(the best one)
2 - On the session use this command: 

“rsync -avz /path/to/local/source/ UserAccount+ManagedAccount+ManagedSystem@PasswordSafeHost:/path/to/remote/destination/”

-a: archive mode (preserves permissions, ownership, timestamps, etc.)
-v: verbose output
-z: compress file data during transfer

That way you can open a transfer from a proxied session in password safe, to another proxied session in password safe, but on another server.

Good Luck!