Trends of independent workers, an economy of increasingly automated processes and an ethos of the peer‐to‐peer “sharing economy” are all coming together to transform work and employment as we know them. Emerging forms of “open” and “crowd” work are particularly keen sites for investigating how the structures and experiences of work, employment and organizations are changing. Drawing on research and design of work in organizational contexts, this paper explores how experiences with open and crowd work systems serve as sites of workplace cultural re‐imagining. A marketplace, a crowdwork system and a crowdfunding experiment, all implemented within IBM, are examined as instances of new workplace configurations.