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According to the documentation, mailcatcher should not be included in the Gemfile. Run gem install mailcatcher locally to install mailcatcher.
When running on Windows, the Development Kit is needed in addition to Rails. Download it here.
Database conflicts can occur if there is an environment variable named DATABASE_URL (run echo $DATABASE_URL to see if you have one set). This needs to be removed or it will take precedence over the database.yml file.
At the time of writing, there were no admin creation options. Roles will need to be manually updated in the database until a method exists see this comment.