This video is from last week’s annual Google Dance event, which allows Google and non-Google employees to meet up after the Search Engine Strategies. The robot in the video costs around $1000, depending on the version. As for the digital caricature drawings that were made, I’m not sure which tool they used but the Cintiq is available from around $1000-2000. For comparison, there’s some pictures from 2002 available (with people like Marissa Mayer and Larry Page showing up).
Source:→ Google Blogoscoped