We introduce DRBench, a benchmark for evaluating AI agents on complex, open-ended deep research tasks in enterprise settings. Unlike prior benchmarks that focus on simple questions or web-only queries, DRBench evaluates agents on multi-step queries (for example, ``What changes should we make to our product roadmap to ensure compliance with this standard?") that require identifying supporting facts from both the public web and private company knowledge base. Each task is grounded in realistic user personas and enterprise context, spanning a heterogeneous search space that includes productivity software, cloud file systems, emails, chat conversations, and the open web. Tasks are generated through a carefully designed synthesis pipeline with human-in-the-loop verification, and agents are evaluated on their ability to recall relevant insights, maintain factual accuracy, and produce coherent, well-structured reports. We release 15 deep research tasks across 10 domains, such as Sales, Cybersecurity, and Compliance. We demonstrate the effectiveness of DRBench by evaluating diverse DR agents across open- and closed-source models (such as GPT, Llama, and Qwen) and DR strategies, highlighting their strengths, weaknesses, and the critical path for advancing enterprise deep research. Code is available at https://github.com/ServiceNow/drbench.

The core challenge in learning has shifted from knowledge acquisition to effective Self-Regulated Learning (SRL): planning, monitoring, and reflecting on one's learning. Existing digital tools, however, inadequately support metacognitive reflection. Spaced Repetition Systems (SRS) use de-contextualized review, overlooking the role of context, while Personal Knowledge Management (PKM) tools require high manual maintenance. To address these challenges, this paper introduces "Insight Recall," a novel paradigm that conceptualizes the context-triggered retrieval of personal past insights as a metacognitive scaffold to promote SRL. We formalize this paradigm using the Just-in-Time Adaptive Intervention (JITAI) framework and implement a prototype system, Irec, to demonstrate its feasibility. At its core, Irec uses a dynamic knowledge graph of the user's learning history. When a user faces a new problem, a hybrid retrieval engine recalls relevant personal "insights." Subsequently, a large language model (LLM) performs a deep similarity assessment to filter and present the most relevant scaffold in a just-in-time manner. To reduce cognitive load, Irec features a human-in-the-loop pipeline for LLM-based knowledge graph construction. We also propose an optional "Guided Inquiry" module, where users can engage in a Socratic dialogue with an expert LLM, using the current problem and recalled insights as context. The contribution of this paper is a solid theoretical framework and a usable system platform for designing next-generation intelligent learning systems that enhance metacognition and self-regulation.