Tool-calling agents are increasingly deployed in real-world customer-facing workflows. Yet most studies on tool-calling agents focus on idealized settings with general, fixed, and well-specified tasks.In real-world applications, user requests are often (1) ambiguous, (2) changing over time, or (3) infeasible due to policy constraints, and training and evaluation data that cover these diverse, complex interaction patterns remain under-represented.To bridge the gap, we present Trajectory2Task a verifiable data generation pipeline for studying tool use at scale under three realistic user scenarios: ambiguous intent, changing intent, and infeasible intents.The pipeline first conducts multi-turn exploration to produce valid tool-call trajectories. It then converts these trajectories into user-facing tasks with controlled intent adaptations. This process yields verifiable task that support closed-loop evaluation and training. We benchmark several state-of-the-art LLMs on the generated complex user scenario tasks and observe frequent failures.Finally, using successful trajectories obtained from task rollouts, we fine-tune lightweight LLMs and find consistent improvements across all three conditions, along with better generalization to unseen tool-use domains, indicating stronger tool-calling ability.

Large Language Models (LLMs) have highlighted the necessity of effective unlearning mechanisms to comply with data regulations and ethical AI practices. LLM unlearning aims at removing undesired data influences and associated model capabilities without compromising utility beyond the scope of unlearning. While interest in studying LLM unlearning is growing, the impact of the optimizer choice for LLM unlearning remains unexplored. In this work, we shed light on the significance of optimizer selection in LLM unlearning for the first time, establishing a clear connection between second-order optimization and influence unlearning (a classical approach using influence functions to update the model for data influence removal). This insight propels us to develop a second-order optimization-based LLM unlearning framework, termed Second-Order UnLearning (SOUL), which extends the static, one-shot model update using influence unlearning to a dynamic, iterative unlearning process. Our extensive experiments show that SOUL consistently outperforms conventional first-order methods across various unlearning tasks, models, and metrics, indicating that second-order optimization offers an effective and broadly applicable solution for LLM unlearning.