As people increasingly work different jobs, the respon-sibility of building long-term career satisfaction and stability increasingly falls more on the workers rather than individual employers. With technologies playing a central role in how people choose and access employ-ment opportunities, it is necessary to understand how online technologies are shaping career development. We bring together leading human-computer interaction researchers, industry members, and community organ-izers, who have worked with systems and people across the socio-economic spectrum during the career devel-opment process. We will discuss research on the role of online technologies in career development, including but not limited to topics in crowd work, social media sites, and freelance work sites.