Large Language Models (LLMs) are undergoing a fundamental transformation from conversational generators into integrated AI systems capable of reasoning, action, memory, and self-improvement. We conceptualize this transition as a shift from Chatbot to Digital Colleague: from conversational answers to persistent work. We organize this transition along two tightly coupled dimensions. First, at the cognitive core level, LLMs are advancing from Chatbot-era "fast thinking" systems driven by next-token prediction toward Thinking LLMs that leverage inference-time computation, Chain-of-Thought reasoning, reflection, process supervision, and reinforcement learning to support more deliberate and reliable cognition. Second, at the tool-augmented task execution level, LLMs are progressing from tool-calling Agents that invoke external resources in an ad hoc manner toward OpenClaw-style workstation systems (OpenClaw) equipped with persistent Workspaces, skills, verification loops, and governance. The "Workspace + Skill" paradigm makes episodic tool use colleague-like via state persistence, reusable procedures, task closure, and experience reuse. We examine data construction shifts from instruction-response pairs to State-Action-Observation trajectories and evaluation from static benchmarks to sandboxed, auditable, self-evolving AI ecosystems.
As LLMs become more capable, they are increasingly deployed as collaborative agents, taking on user-delegated tasks through iterative interaction. Yet genuine interaction is inherently dynamic: users rarely specify their intent upfront, instead disclosing, revising, and reshaping it as the conversation unfolds. Despite this, LLMs are still predominantly evaluated or trained in single-turn, fully-specified settings, leaving open a fundamental question: how well do LLMs track and act on user intent as it evolves over the course of a conversation? To study this, we introduce a framework that transforms static, single-turn tasks into dynamic multi-turn conversations in which the user's intent evolves across turns--incrementally revealed, revised, and at times redirected mid-conversation--while preserving each task's original evaluation protocol, enabling existing benchmarks to be reused as controlled testbeds without new annotation. Across multiple tasks, we surface a consistent phenomenon: strong static-setting performance does not transfer to the evolving-intent setting, with substantial drops across model families. Our findings point to a fundamental gap: today's LLMs do not yet faithfully track and act on the user's evolving intent, a capability invisible to static evaluation yet critical for future collaborative agents.
Large language models (LLMs) have become a central foundation of modern artificial intelligence, yet their lifecycle remains constrained by a rigid separation between training and deployment, after which learning effectively ceases. This limitation contrasts with natural intelligence, which continually adapts through interaction with its environment. In this paper, we formalise deployment-time learning (DTL) as the third stage in the LLM lifecycle that enables LLM agents to improve from experience during deployment without modifying model parameters. We present CASCADE (CASe-based Continual Adaptation during DEployment), a general and principled framework that equips LLM agents with an explicit, evolving episodic memory. CASCADE formulates experience reuse as a contextual bandit problem, enabling principled exploration-exploitation trade-offs and establishing no-regret guarantees over long-term interactions. This design allows agents to accumulate, select, and refine task-relevant cases, transforming past experience into actionable knowledge. Across 16 diverse tasks spanning medical diagnosis, legal analysis, code generation, web search, tool use, and embodied interaction, CASCADE improves macro-averaged success rate by 20.9% over zero-shot prompting while consistently outperforming gradient-based and memory-based baselines. By reframing deployment as an adaptive learning process, this work establishes a foundation for continually improving AI systems.
Although a growing body of research has begun to describe user--LLM interactions, the picture it paints is largely static; little is known about how individual users change their behavior over time. To address this gap, we analyze the conversational trajectories of ~12,000 randomly sampled Microsoft Bing Copilot users and compare these with data from WildChat-4.8M. While the Copilot data contains significant population-level trends, we find that trends in individual user trajectories are much weaker; user habits prove to be overwhelmingly sticky. We also find stark differences between users of different activity levels: more active users have more successful conversations and use the LLM for more complex and professionally oriented tasks. Some user trends also appear in WildChat-4.8M, but we find evidence that this dataset is significantly skewed towards highly proficient "power" users. Ultimately, our results suggest that existing user behavior is difficult to change and demonstrate the extent of user heterogeneity. Our comparison between datasets highlights that WildChat does not represent typical user--AI interactions, an important caveat for downstream uses of the data.