Over the past couple of years we've been streamlining our workflow, introducing tools such as Grunt to help automate tasks and make us more efficient. Recently we created a Yeoman generator for SilverStripe projects. It can be used to scaffold out a bare-bones SilverStripe site, and includes a basic Grunt workflow.
What would have taken a couple of hours to do manually, now takes only a minute or so with the generator. Simply install Yeoman and the generator, run it, answer a couple of questions and bingo, local dev site set up with basic Grunt workflow for you to start theming.
Full details and instructions can be found on the Github repo.