"Oops! ChatGPT is Temporarily Unavailable!": A Diary Study on Knowledge Workers' Experiences of LLM Withdrawal

Large Language Models (LLMs) are poised to disrupt knowledge work, with the emergence of delegated work as a new interaction paradigm (e.g., vibe coding). Delegation requires trust - the expectation that the LLM will faithfully execute the task without introducing errors into documents. We introduce DELEGATE-52 to study the readiness of AI systems in delegated workflows. DELEGATE-52 simulates long delegated workflows that require in-depth document editing across 52 professional domains, such as coding, crystallography, and music notation. Our large-scale experiment with 19 LLMs reveals that current models degrade documents during delegation: even frontier models (Gemini 3.1 Pro, Claude 4.6 Opus, GPT 5.4) corrupt an average of 25% of document content by the end of long workflows, with other models failing more severely. Additional experiments reveal that agentic tool use does not improve performance on DELEGATE-52, and that degradation severity is exacerbated by document size, length of interaction, or presence of distractor files. Our analysis shows that current LLMs are unreliable delegates: they introduce sparse but severe errors that silently corrupt documents, compounding over long interaction.

Large language model (LLM) applications increasingly use explicit workflows for tool use, retrieval, branching, checkpointing, and human approval. Existing workflow systems already address many execution concerns. This paper proposes a Lisp-inspired but language-independent conceptual model: symbolic forms, object identity, and live-image thinking are used as explanatory lenses, not implementation commitments. In this model, workflow definitions, workflow instances, inference records, context snapshots, and dependency relations are represented as persistent knowledge objects in a shared knowledge substrate. Its central semantic distinction is between derive and infer: derive is deterministic computation over available state; infer is mediated LLM judgment under declared context and executor-controlled capability policy. The result is a preliminary conceptual account of semantic persistence: workflows do not merely produce knowledge and leave traces, but can themselves be represented as inspectable, resumable, and reviewable knowledge objects, while formal transition semantics remain future work.

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.