Sustained deployment of generative AI agents requires more than isolated task success. Agents must remain useful across repeated interactions, changing conditions, and dependencies on people within shared workflows, especially as technical, human, and operational disruptions accumulate over time. We propose operational resilience and considerate participation as two complementary aspects of evaluating such agents: the former captures how agents recover from blocked work while preserving progress and communicating their limits, and the latter captures how their adaptation accounts for affected people, role boundaries, and the surrounding workflow. Yet both remain underexplored under accumulating challenge. We study 120 simulated healthcare trajectories across two generative AI models and twelve stakeholder-derived tasks under light, medium, and heavy challenge. We compare textual action plans, prompted internal assessments, and quantitative structured workload and affect reports to examine how agent behavior and reported state change as challenge accumulates. Regarding operational resilience, agents shift from self-directed recovery toward greater human dependence, while reporting increasing workload and negative affect in structured reports but seldom expressing strain in textual responses. Regarding considerate participation, agents broaden from task-focused adaptation toward task reframing, attention to others, role-boundary adjustment, and wider coordination, with distinct patterns across actions and internal assessments. From these findings, we derive five deployment dilemmas involving persistence, attention, role boundaries, state disclosure, and escalation that require stakeholder specification, further informing technical implications for learning, situated evaluation, and embodied adaptation.

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