Large language models are shifting from passive information providers to active agents intended for complex workflows. However, their deployment as reliable AI workers in enterprise is stalled by benchmarks that fail to capture the intricacies of professional environments, specifically, the need for long-horizon planning amidst persistent state changes and strict access protocols. In this work, we introduce EnterpriseOps-Gym, a benchmark designed to evaluate agentic planning in realistic enterprise settings. Specifically, EnterpriseOps-Gym features a containerized sandbox with 164 database tables and 512 functional tools to mimic real-world search friction. Within this environment, agents are evaluated on 1,150 expert-curated tasks across eight mission-critical verticals (including Customer Service, HR, and IT). Our evaluation of 14 frontier models reveals critical limitations in state-of-the-art models: the top-performing Claude Opus 4.5 achieves only 37.4% success. Further analysis shows that providing oracle human plans improves performance by 14-35 percentage points, pinpointing strategic reasoning as the primary bottleneck. Additionally, agents frequently fail to refuse infeasible tasks (best model achieves 53.9%), leading to unintended and potentially harmful side effects. Our findings underscore that current agents are not yet ready for autonomous enterprise deployment. More broadly, EnterpriseOps-Gym provides a concrete testbed to advance the robustness of agentic planning in professional workflows.