sitesALIVE! is a non-profit organization that is dedicated to exciting and engaging students in learning, by connecting them to live, global, real-world adventures and curriculum. On November 6th, Rich Wilson began his second Vendée Globe attempt, having finished 9th in the 2008 edition. The drama of the solo, round-the-world, non-stop race, its risk and uncertainty of outcome, will excite and engage a student audience. Once engaged, curricular subjects that are unconvincing in textbooks, become convincing in this real world context. Rich Wilson’s motivation in participating in such an extraordinary challenge is to provide a curriculum-based program with components that offer multiple entry points into learning alongside this exciting global adventure. The Ocean Challenge Live! website will be updated daily with fresh content, allowing educators, students, sailors, seniors, families and those with asthma to follow the voyage closely.