sftp - Correctly setting user permissions via SSH

I'm getting stuck with user permissions on a LAMP stack
(using Digital Ocean if it matters). Here's my
setup.

User dev has the
following groups:
dev www-data

The
/var/www folder has been set so that the owner is
www-data:www-data, it looks like this:

 drwxrwxr-x 3 www-data www-data
            4096 Mar 30 17:41
            www

If I use the
dev user to sftp in, everything looks good, but if I then
upload a file, the new file has the ownership of dev:dev.

This becomes a problem when I have a new user
called dev2 that is also working in the same directory as they
can't delete or overwrite the files that belong to dev.

My experience with users is
unfortunately limited to using cPanel, where I can create multiple FTP users that don't
have this access/overlap issue. How can I do this via terminal?

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