This is a naughty problem that doesn’t want to go away, and I have found a sure way to workaround it. Hidden Repeat Password field seems to triggered by a bunch of things including third party plugins. It all comes down to the fact that this field is made hidden by CSS under various circumstances only God knows.
If you look into page HTML of new user creation screen in the browser, you will find this line:
<tr class=”form-field form-required user-pass2-wrap hide-if-js” style=”display: none;”>
As you see, there’s an inline CSS to declaration to display “none” for password field 2. I can change the CSS in the browser to display display field temporarily so I can fill in the repeat PW on the new user screen. It works. Again, this is just a workaround so you can go about your business and not having to bunch the wall out of frustration.