Moodle eLearning System is well known as a free web application e-learning platform used in many schools as a way to allow on-line student interaction. Institutions use Moodle for its flexibility, adaptability and ease of use. Moodle has an installation base of tens of thousands of institutions with millions of student users. Our institution uses Moodle for admission of timed on-line quizzes taken outside the classroom as well as a vehicle for students to submit homework assignments. This paper outlines well-known vulnerabilities for Moodle v. 1.9 and attempts to exploit these vulnerabilities as well as identify new vulnerabilities in Moodle v. 2.1.