Dreamhost WordPress HTTPs Redirect

No Apache does not need you to restart it. Yes, you are doing it wrong. Follow the instructions at the link:

https://help.dreamhost.com/hc/en-us/articles/216385837-Enabling-Shell-access

Make sure you are in <address-of-your-site.com folder> and not the web subdirectory. There are multiple .htaccess files, but I am not sure how missed the first one.

Enable shell access, but then be smart and enable SSH keys for password-less connections.

https://help.dreamhost.com/hc/en-us/articles/216385837-Enabling_shell_access

It helps to use the proper user name when trying to log in.

https://help.dreamhost.com/hc/en-us/articles/216499537-How-to-configure-passwordless-login-in-Mac-OS-X-and-Linux

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