The O2 Platform is all about automating and scripting. It's a platform/framework which means that it helps to have a 'hard question' to start with.
Here are a good place to start with the O2 Platform:
- Best version to download blog.diniscruz.com/2014/08/o2-platform-55-rc1-please-give-it-test.html (see links for documentation)
- Presentation www.slideshare.net/DinisCruz/owasp-o2-platform-november-2010
- Tons of videos: blog.diniscruz.com/2012/04/39-o2-platform-videos-with-12k-youtube.html