Abstract: This publication is the second annual report of the Internet Monitor project at the Berkman Centerfor Internet & Society at Harvard University. As with the inaugural report, this year’s edition is a collaborative effort of the extended Berkman community. Internet Monitor 2014: Reflections on the Digital World includes nearly three dozen contributions from friends and colleagues around the world that highlight and discuss some of the most compelling events and trends in the digitally networked environment over the past year. The result, intended for a general interest audience, brings together reflection and analysis on a broad range of issues and regions — from an examination of Europe’s “right to be forgotten” to a review of the current state of mobile security to an exploration of a new wave of movements attempting to counter hate speech online — and offers it up for debate and discussion. Our goal remains not to provide a definitive assessment of the “state of the Internet” but rather to provide a rich compendium of commentary on the year’s developments with respect to the online space. Last year’s report examined the dynamics of Internet controls and online activity through the actions of government, corporations, and civil society. We focus this year on the interplay between technological platforms and policy; growing tensions between protecting personal privacy and using big data for social good; the implications of digital communications tools for public discourse and collective action; and current debates around the future of Internet governance. The report reflects the diversity of ideas and input the Internet Monitor project seeks to invite. Some of the contributions are descriptive; others prescriptive. Some contain purely factual observations; others offer personal opinion. In addition to those in traditional essay format, contributions this year include a speculative fiction story exploring what our increasingly data-driven world might bring, a selection of “visual thinking” illustrations that accompany a number of essays, a “Year in Review” timeline that highlights many of the year’s most fascinating Internet-related news stories (and an interactive version of which is available at the netmonitor.org), and a slightly tongue-in-cheek “By the Numbers” section that offers a look at the year’s important digital statistics. We believe that each contribution offers insights, and hope they provoke further reflection, conversation, and debate in both offline and online settings around the globe.