Rida Qadri, Remi Denton, Michael Madaio, Mahima Pushkarna, Leslie Lai, Sherry Moore, Michelle Chen Huebscher, Andrew Butcher, Ritom Sen, Hsiao-Yu Tung, Shaan Mathur, Yimeng Liu, Shibl Mourad, Noah Fiedel, Edward Grefenstette, Michael Terry · arXiv (Cornell University) 2026 · 2026
DOI: 10.48550/arxiv.2609.29901
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Enterprise AI is transitioning from single-user, reactive tools toward proactive, multi-user 'teammates,' but our empirical understanding of this transition is limited. In this paper, we present an in-situ qualitative study of a persistent, proactive AI agent 'teammate' deployed across multiple teams in a large technology company. Our findings reveal the boundaries of the human-agent workplace are actively in flux, triggering breakdowns and negotiations across: 1) tacit rules of collaborative human workflows, 2) the relational boundaries of this new non-human actor, and 3) the redistribution of trust and human agency. We use these early micro-negotiations as signals to chart a new research, design, and organizational agenda that intentionally preserves human agency in a workplace shared with non-human organizational actors.
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