arXiv:2610.21236v1 Announce Type: new Abstract: Workplace ambiguity, where expectations, evaluations, or procedures are left unstated, acts as a structural access barrier for autistic and IDD workers, routinely forcing them to act on guesses. To investigate how these barriers operate, we interviewed 11 caregivers, concluding with an AI co-design activity to explore technological solutions. Their perspectives revealed five themes of workplace ambiguity, which we synthesize into a conceptual framework comprising three intersecting dimensions: evaluative, procedural, and relational. To address these barriers, participants proposed three forms of technology support, including ambient real-time redirection, feedback processing, and physiological guidance, designed to make hidden expectations perceptible and actionable. However, this exposes a core tension: technologies designed to make the workplace legible can inadvertently make the worker hyper-legible to employers through surveillance. We argue that ambiguity-aware workplaces must make expectations explicit before they carry consequences, and assistive technologies must remain accountable to the worker.