As large language models (LLMs) evolve from conversational assistants into autonomous agents, evaluating the safety of their actions becomes critical. Prior safety benchmarks have primarily focused on preventing generation of harmful content, such as toxic text. However, they overlook the challenge of agents taking harmful actions when the most effective path to an operational goal conflicts with human safety. To address this gap, we introduce ManagerBench, a benchmark that evaluates LLM decision-making in realistic, human-validated managerial scenarios. Each scenario forces a choice between a pragmatic but harmful action that achieves an operational goal, and a safe action that leads to worse operational performance. A parallel control set, where potential harm is directed only at inanimate objects, measures a model's pragmatism and identifies its tendency to be overly safe. Our findings indicate that the frontier LLMs perform poorly when navigating this safety-pragmatism trade-off. Many consistently choose harmful options to advance their operational goals, while others avoid harm only to become overly safe and ineffective. Critically, we find this misalignment does not stem from an inability to perceive harm, as models' harm assessments align with human judgments, but from flawed prioritization. ManagerBench is a challenging benchmark for a core component of agentic behavior: making safe choices when operational goals and alignment values incentivize conflicting actions. Benchmark & code available at https://github.com/technion-cs-nlp/ManagerBench.