braykov wrote:

OK, seems the one described at the bottom of the page - "Password Change" does exactly that.
How do I find why it doesn't prompt me?

Depends on what your server it.
See finding by another user for OpenSSH:
https://winscp.net/forum/viewtopic.php?p=39853#39853

OK, seems the one described at the bottom of the page - "Password Change" does exactly that.
How do I find why it doesn't prompt me?

braykov wrote:

There are servers that are setup to expire user passwords on a set interval.
In this case, WinSCP just doesn't do anything upon login attempt.
I try to login, the login window closes and nothing hapens.

Please, add to WinSCP that it detects such cases and shows up a window with a warning and request for the new password. (It MUST not allow for reconnect.)
Then it should try to change the password and also remember the new password for this connection.

This is extremely important to us. As now current behavior causes our accounts to get locked. :cry:

WinSCP cannot do more than what it already does:
https://winscp.net/eng/docs/task_change_password

This request is not about prompting when the password is wrong.
The password is correct, but the server won't log you because it requests a password change.

My version (5.1.3) does not have this issue. It will display password box if stored password is incorrect.

There are servers that are setup to expire user passwords on a set interval.
In this case, WinSCP just doesn't do anything upon login attempt.
I try to login, the login window closes and nothing hapens.

Please, add to WinSCP that it detects such cases and shows up a window with a warning and request for the new password. (It MUST not allow for reconnect.)
Then it should try to change the password and also remember the new password for this connection.

This is extremely important to us. As now current behavior causes our accounts to get locked. :cry: