When I was a student in Moscow in the late 1980s, open debate raged in the press and in public about the nature of state and society in the Soviet Union. A dramatic upheaval soon followed: the Communist system collapsed and the Soviet Union broke apart. Twenty years later, Russia is again in a situation of profound political and social malaise, but the tightly controlled press has largely avoided questions about large-scale reform. The Internet, however, has begun to show promise as a platform for challenging the status quo. Can Russia’s bloggers and online news sites start a transformation similar to the one that took place in the Soviet Union two decades ago?