At a moment of tremendous flux in journalism, unions are trending in digital newsrooms. In June 2015, Gawker’s unionization kicked off a wave of digital media organizing. Ongoing efforts to unionize aim to improve working conditions in a growing sector of the media economy, and workers have won better pay, job security, and benefits. But union drives have also had broader aims: to support editorial freedom in an age of sponsored content, to protect and expand racial and gender diversity, and to give workers a stronger voice in their newsrooms. This timeline highlights some key moments in ongoing efforts to organize digital media.