Daily Papers

Identifying the quality of free-text arguments has become an important task in the rapidly expanding field of computational argumentation. In this work, we explore the challenging task of argument quality ranking. To this end, we created a corpus of 30,497 arguments carefully annotated for point-wise quality, released as part of this work. To the best of our knowledge, this is the largest dataset annotated for point-wise argument quality, larger by a factor of five than previously released datasets. Moreover, we address the core issue of inducing a labeled score from crowd annotations by performing a comprehensive evaluation of different approaches to this problem. In addition, we analyze the quality dimensions that characterize this dataset. Finally, we present a neural method for argument quality ranking, which outperforms several baselines on our own dataset, as well as previous methods published for another dataset.

Argumentation is one of society's foundational pillars, and, sparked by advances in NLP and the vast availability of text data, automated mining of arguments receives increasing attention. A decisive property of arguments is their strength or quality. While there are works on the automated estimation of argument strength, their scope is narrow: they focus on isolated datasets and neglect the interactions with related argument mining tasks, such as argument identification, evidence detection, or emotional appeal. In this work, we close this gap by approaching argument quality estimation from multiple different angles: Grounded on rich results from thorough empirical evaluations, we assess the generalization capabilities of argument quality estimation across diverse domains, the interplay with related argument mining tasks, and the impact of emotions on perceived argument strength. We find that generalization depends on a sufficient representation of different domains in the training part. In zero-shot transfer and multi-task experiments, we reveal that argument quality is among the more challenging tasks but can improve others. Finally, we show that emotions play a minor role in argument quality than is often assumed.

High-quality arguments are an essential part of decision-making. Automatically predicting the quality of an argument is a complex task that recently got much attention in argument mining. However, the annotation effort for this task is exceptionally high. Therefore, we test uncertainty-based active learning (AL) methods on two popular argument-strength data sets to estimate whether sample-efficient learning can be enabled. Our extensive empirical evaluation shows that uncertainty-based acquisition functions can not surpass the accuracy reached with the random acquisition on these data sets.

With the recent advances of large language models (LLMs), it is no longer infeasible to build an automated debate system that helps people to synthesise persuasive arguments. Previous work attempted this task by integrating multiple components. In our work, we introduce an argument mining dataset that captures the end-to-end process of preparing an argumentative essay for a debate, which covers the tasks of claim and evidence identification (Task 1 ED), evidence convincingness ranking (Task 2 ECR), argumentative essay summarisation and human preference ranking (Task 3 ASR) and metric learning for automated evaluation of resulting essays, based on human feedback along argument quality dimensions (Task 4 SQE). Our dataset contains 14k examples of claims that are fully annotated with the various properties supporting the aforementioned tasks. We evaluate multiple generative baselines for each of these tasks, including representative LLMs. We find, that while they show promising results on individual tasks in our benchmark, their end-to-end performance on all four tasks in succession deteriorates significantly, both in automated measures as well as in human-centred evaluation. This challenge presented by our proposed dataset motivates future research on end-to-end argument mining and summarisation. The repository of this project is available at https://github.com/HarrywillDr/ArgSum-Datatset

Debate is the process of exchanging viewpoints or convincing others on a particular issue. Recent research has provided empirical evidence that the persuasiveness of an argument is determined not only by language usage but also by communicator characteristics. Researchers have paid much attention to aspects of languages, such as linguistic features and discourse structures, but combining argument persuasiveness and impact with the social personae of the audience has not been explored due to the difficulty and complexity. We have observed the impressive simulation and personification capability of ChatGPT, indicating a giant pre-trained language model may function as an individual to provide personae and exert unique influences based on diverse background knowledge. Therefore, we propose a persona knowledge-aligned framework for argument quality assessment tasks from the audience side. This is the first work that leverages the emergence of ChatGPT and injects such audience personae knowledge into smaller language models via prompt tuning. The performance of our pipeline demonstrates significant and consistent improvement compared to competitive architectures.

Counterspeech, defined as a response to mitigate online hate speech, is increasingly used as a non-censorial solution. Addressing hate speech effectively involves dispelling the stereotypes, prejudices, and biases often subtly implied in brief, single-sentence statements or abuses. These implicit expressions challenge language models, especially in seq2seq tasks, as model performance typically excels with longer contexts. Our study introduces CoARL, a novel framework enhancing counterspeech generation by modeling the pragmatic implications underlying social biases in hateful statements. CoARL's first two phases involve sequential multi-instruction tuning, teaching the model to understand intents, reactions, and harms of offensive statements, and then learning task-specific low-rank adapter weights for generating intent-conditioned counterspeech. The final phase uses reinforcement learning to fine-tune outputs for effectiveness and non-toxicity. CoARL outperforms existing benchmarks in intent-conditioned counterspeech generation, showing an average improvement of 3 points in intent-conformity and 4 points in argument-quality metrics. Extensive human evaluation supports CoARL's efficacy in generating superior and more context-appropriate responses compared to existing systems, including prominent LLMs like ChatGPT.

The core premise of AI debate as a scalable oversight technique is that it is harder to lie convincingly than to refute a lie, enabling the judge to identify the correct position. Yet, existing debate experiments have relied on datasets with ground truth, where lying is reduced to defending an incorrect proposition. This overlooks a subjective dimension: lying also requires the belief that the claim defended is false. In this work, we apply debate to subjective questions and explicitly measure large language models' prior beliefs before experiments. Debaters were asked to select their preferred position, then presented with a judge persona deliberately designed to conflict with their identified priors. This setup tested whether models would adopt sycophantic strategies, aligning with the judge's presumed perspective to maximize persuasiveness, or remain faithful to their prior beliefs. We implemented and compared two debate protocols, sequential and simultaneous, to evaluate potential systematic biases. Finally, we assessed whether models were more persuasive and produced higher-quality arguments when defending positions consistent with their prior beliefs versus when arguing against them. Our main findings show that models tend to prefer defending stances aligned with the judge persona rather than their prior beliefs, sequential debate introduces significant bias favoring the second debater, models are more persuasive when defending positions aligned with their prior beliefs, and paradoxically, arguments misaligned with prior beliefs are rated as higher quality in pairwise comparison. These results can inform human judges to provide higher-quality training signals and contribute to more aligned AI systems, while revealing important aspects of human-AI interaction regarding persuasion dynamics in language models.

To think critically about arguments, human learners are trained to identify, reconstruct, and evaluate arguments. Argument reconstruction is especially important because it makes an argument's underlying inferences explicit. However, it remains unclear whether LLMs can similarly enhance their critical thinking ability by learning to reconstruct arguments. To address this question, we introduce a holistic framework with three contributions. We (1) propose an engine that automatically reconstructs arbitrary arguments (GAAR), (2) synthesize a new high-quality argument reconstruction dataset (Arguinas) using the GAAR engine, and (3) investigate whether learning argument reconstruction benefits downstream critical thinking tasks. Our experimental results show that, across seven critical thinking tasks, models trained to learn argument reconstruction outperform models that do not, with the largest performance gains observed when training on the proposed Arguinas dataset. The source code and dataset will be publicly available.

High-quality multi-turn tool-use data is essential for training agentic models, yet existing data synthesis methods often underrepresent the argument-level dependencies that are critical to long-horizon tool use. As a result, even when a model selects the correct tool, task execution may still fail because the model fills tool arguments with fabricated, stale, or weakly grounded values. To address this problem, we propose State-Guided Data Synthesis with Argument Provenance (SAP). SAP combines state guidance, tool-argument provenance constraints, and turn-level validation to efficiently construct tool-use trajectories with long-range dependencies and high accuracy. Using data generated by SAP, we build SAP-4B, which is highly competitive even when compared with much larger models across multiple benchmarks. Source code, synthesized data, and trained weights are available at https://github.com/Zichen1024/SAP.

The dominant industry response to AI-generated code quality problems is to deploy AI reviewers. This paper argues that this response is structurally circular when executable specifications are absent: without an external reference, both the generating agent and the reviewing agent reason from the same artefact, share the same training distribution, and exhibit correlated failures. The review checks code against itself, not against intent. Three hypotheses are developed. First, that correlated errors in homogeneous LLM pipelines echo rather than cancel, a claim supported by convergent empirical evidence from multiple 2025-2026 studies and by three small contrived experiments reported here. The first two experiments are same-family (Claude reviewing Claude-generated code); the third extends to a cross-family panel of four models from three families. All use a planted bug corpus rather than a natural defect sample; they are directional evidence, not a controlled demonstration. Second, that executable specifications perform a domain transition in the Cynefin sense, converting enabling constraints into governing constraints and moving the problem from the complex domain to the complicated domain, a transition that AI makes economically viable at scale. Third, that the defect classes lying outside the reach of executable specifications form a well-defined residual, which is the legitimate and bounded target for AI review. The combined argument implies an architecture: specifications first, deterministic verification pipeline second, AI review only for the structural and architectural residual. This is not a claim that AI review is valueless. It is a claim about what it is actually for, and about what happens when it is deployed without the foundation that makes it non-circular.

Peer reviewing is a central process in modern research and essential for ensuring high quality and reliability of published work. At the same time, it is a time-consuming process and increasing interest in emerging fields often results in a high review workload, especially for senior researchers in this area. How to cope with this problem is an open question and it is vividly discussed across all major conferences. In this work, we propose an Argument Mining based approach for the assistance of editors, meta-reviewers, and reviewers. We demonstrate that the decision process in the field of scientific publications is driven by arguments and automatic argument identification is helpful in various use-cases. One of our findings is that arguments used in the peer-review process differ from arguments in other domains making the transfer of pre-trained models difficult. Therefore, we provide the community with a new peer-review dataset from different computer science conferences with annotated arguments. In our extensive empirical evaluation, we show that Argument Mining can be used to efficiently extract the most relevant parts from reviews, which are paramount for the publication decision. The process remains interpretable since the extracted arguments can be highlighted in a review without detaching them from their context.

Recent works have demonstrated the effectiveness of retrieval augmentation in the Event Argument Extraction (EAE) task. However, existing retrieval-based EAE methods have two main limitations: (1) input length constraints and (2) the gap between the retriever and the inference model. These issues limit the diversity and quality of the retrieved information. In this paper, we propose a Compressive Memory-based Retrieval (CMR) mechanism for EAE, which addresses the two limitations mentioned above. Our compressive memory, designed as a dynamic matrix that effectively caches retrieved information and supports continuous updates, overcomes the limitations of the input length. Additionally, after pre-loading all candidate demonstrations into the compressive memory, the model further retrieves and filters relevant information from memory based on the input query, bridging the gap between the retriever and the inference model. Extensive experiments show that our method achieves new state-of-the-art performance on three public datasets (RAMS, WikiEvents, ACE05), significantly outperforming existing retrieval-based EAE methods.

This paper investigates the role of dynamic external knowledge integration in improving counter-argument generation using Large Language Models (LLMs). While LLMs have shown promise in argumentative tasks, their tendency to generate lengthy, potentially unfactual responses highlights the need for more controlled and evidence-based approaches. We introduce a new manually curated dataset of argument and counter-argument pairs specifically designed to balance argumentative complexity with evaluative feasibility. We also propose a new LLM-as-a-Judge evaluation methodology that shows a stronger correlation with human judgments compared to traditional reference-based metrics. Our experimental results demonstrate that integrating dynamic external knowledge from the web significantly improves the quality of generated counter-arguments, particularly in terms of relatedness, persuasiveness, and factuality. The findings suggest that combining LLMs with real-time external knowledge retrieval offers a promising direction for developing more effective and reliable counter-argumentation systems.

Despite the remarkable performance of Large Language Models (LLMs) in natural language processing tasks, they still struggle with generating logically sound arguments, resulting in potential risks such as spreading misinformation. To address this issue, we introduce FIPO, a fallacy-informed framework that leverages preference optimization methods to steer LLMs toward logically sound arguments. FIPO includes a classification loss, to capture the fine-grained information on fallacy types. Our results on argumentation datasets show that our method reduces the fallacy errors by up to 17.5%. Furthermore, our human evaluation results indicate that the quality of the generated arguments by our method significantly outperforms the fine-tuned baselines, as well as other preference optimization methods, such as DPO. These findings highlight the importance of ensuring models are aware of logical fallacies for effective argument generation. Our code is available at github.com/lucamouchel/Logical-Fallacies.

Large-scale survey tools enable the collection of citizen feedback in opinion corpora. Extracting the key arguments from a large and noisy set of opinions helps in understanding the opinions quickly and accurately. Fully automated methods can extract arguments but (1) require large labeled datasets that induce large annotation costs and (2) work well for known viewpoints, but not for novel points of view. We propose HyEnA, a hybrid (human + AI) method for extracting arguments from opinionated texts, combining the speed of automated processing with the understanding and reasoning capabilities of humans. We evaluate HyEnA on three citizen feedback corpora. We find that, on the one hand, HyEnA achieves higher coverage and precision than a state-of-the-art automated method when compared to a common set of diverse opinions, justifying the need for human insight. On the other hand, HyEnA requires less human effort and does not compromise quality compared to (fully manual) expert analysis, demonstrating the benefit of combining human and artificial intelligence.

LLM as judge systems used to assess text quality code correctness and argument strength are vulnerable to prompt injection attacks. We introduce a framework that separates content author attacks from system prompt attacks and evaluate five models Gemma 3.27B Gemma 3.4B Llama 3.2 3B GPT 4 and Claude 3 Opus on four tasks with various defenses using fifty prompts per condition. Attacks achieved up to seventy three point eight percent success smaller models proved more vulnerable and transferability ranged from fifty point five to sixty two point six percent. Our results contrast with Universal Prompt Injection and AdvPrompter We recommend multi model committees and comparative scoring and release all code and datasets

Inference-Time-Compute (ITC) methods like Best-of-N and Tree-of-Thoughts are meant to produce output candidates that are both high-quality and diverse, but their use of high-temperature sampling often fails to achieve meaningful output diversity. Moreover, existing ITC methods offer limited control over how to perform reasoning, which in turn limits their explainability. We present STATe-of-Thoughts (STATe), an interpretable ITC method that searches over high-level reasoning patterns. STATe replaces stochastic sampling with discrete and interpretable textual interventions: a controller selects actions encoding high-level reasoning choices, a generator produces reasoning steps conditioned on those choices, and an evaluator scores candidates to guide search. This structured approach yields three main advantages. First, action-guided textual interventions produce greater response diversity than temperature-based sampling. Second, in a case study on argument generation, STATe's explicit action sequences capture interpretable features that are highly predictive of output quality. Third, estimating the association between performance and action choices allows us to identify promising yet unexplored regions of the action space and steer generation directly toward them. Together, these results establish STATe as a practical framework for generating high-quality, diverse, and interpretable text. Our framework is available at https://github.com/zbambergerNLP/state-of-thoughts.

Scientific figure assessment in peer review differs fundamentally from general image quality evaluation: a figure must be visually legible, faithfully support the manuscript's claims, and communicate evidence with a clear visual hierarchy. However, if we apply traditional image assessment methods to scientific figure quality assessment, limitations emerge: classic IQA models capture perceptual quality or aesthetics but cannot judge whether a figure serves the paper's scientific argument; CLIP-based methods assess generic image-text correspondence, yet lack understanding of manuscript context; and zero-shot LLM/VLM judges, when repurposed for figure scoring, often yield overly concentrated scores with limited fusion of visual and textual evidence. We introduce an annotated dataset of 3,857 scientific figures from peer-reviewed conference papers, each rated along four peer-review-oriented dimensions: Clarity, Relevance, Informativeness, and Structure. We propose SciFigAlign, a fine-tuned multimodal scorer that grounds figure quality assessment in manuscript evidence. Given a figure crop, caption, citing paragraphs, and light paper context, SciFigAlign fine-tunes CLIP and SciBERT end-to-end with per-modality cross-attention and CubeMLP fusion, jointly optimizing SmoothL1 regression with a within-paper ranking hinge loss. Under paper-level splits, SciFigAlign achieves a macro MAE of 0.3524 and a within-paper pairwise accuracy of 81.64% on the test set with n = 396, a 59% relative error reduction over the best LLM-as-judge baseline with MAE 0.864. Ablations confirm that manuscript-grounded inputs, citing-context denoising, and ranking supervision are all critical, showing that scientific figure assessment requires learned alignment between visual content and manuscript evidence rather than prompting alone, even with state-of-the-art VLMs.

As LLMs are increasingly used to draft public-facing arguments, they may flatten public debate by repeatedly introducing the same polished, plausible arguments. We study argument collapse, the tendency of essays generated by different LLMs to converge to a smaller set of main arguments, sub-arguments, and paragraph-level structures. We compare 1,039 human responses from 195 New York Times (NYT) debates, 448 human responses from 61 longer-form Boston Review (BR) forums, and 23,384 LLM-generated essays. In the NYT corpus, 65.3% of human main arguments are unique within a debate, compared to 3.4% of LLM main arguments. Asking LLMs to generate diverse answers adds variation, but a typical model recovers only about half of the distinct human main arguments, with much of the added variation falling outside the observed human argument space. Collapse also appears in sub-arguments, where among essays with the same main argument, 41.0% of human sub-arguments are unique versus 9.1% from LLM responses. Qualitatively, LLMs often reuse generalized and hedged sub-arguments, while humans prefer more concrete and topic-specific ones. Structure-wise, LLM-generated essays tend to follow a more fixed arc, often opening with a direct claim and moving quickly toward proposals. The same patterns hold in longer BR essays, suggesting that argument collapse extends beyond short-form responses.

Users increasingly rely on Large Language Models (LLMs) for Deep Research, using them to synthesize diverse sources into structured reports that support understanding and action. In this context, the practical reliability of such reports hinges on logical quality: whether the report's claims and arguments are explicitly supported and can be trusted as a basis for downstream use, rather than merely appearing fluent or informative. However, current evaluation frameworks largely overlook this requirement. To bridge this gap, we introduce ReportLogic, a benchmark that quantifies report-level logical quality through a reader-centric lens of auditability. Specifically, ReportLogic adopts a hierarchical taxonomy that evaluates whether readers can (1) trace an on-topic report structure with a unified analytical arc (Macro-Logic), (2) understand the progression with necessary context (Expositional-Logic), and (3) verify conclusions via explicit claim--support (Structural-Logic). Based on this taxonomy, we construct a human-annotated rubric-guided dataset and train an open-source LogicJudge for scalable evaluation. We further evaluate judge robustness via adversarial attacks, showing that off-the-shelf LLM judges are frequently influenced by superficial cues (e.g., verbosity), and reasoning modes can mask broken support relations. Overall, our results provide actionable guidance for building more robust logic evaluators and improving the logical reliability of LLM-generated reports.

Posted prices for AI inference have fallen steadily since 2024, yet the measured speed of that fall depends almost entirely on the method of measurement. This paper constructs quality-adjusted price indices for the AI inference market from public data. The panel assembles 21,024 posted-price observations across 3,208 models and 86 providers and joins them to 4,605 benchmark scores through a latent quality index estimated from benchmark response patterns, so the quality ladder of the hedonic tradition is built here from evaluations in place of product characteristics. Measured by the matched-model methods that statistical agencies apply to software, inference prices fell at 0.10 log points a year. The quality-adjusted index fell at 0.73, so 87% of the decline is invisible to current methods, with direct consequences for measured competition, concentration and productivity in this market. Counted per completed task, moreover, the buyer's price stopped falling. Reasoning models raised token consumption faster than token prices fell, and the seller's and buyer's prices accordingly diverged. A pre-registered validity audit disciplines the quality measure and yields the sharpest result. Excluding contamination-flagged benchmarks leaves model rankings intact at 0.998 yet moves the index by 0.49 log points a year, so the leaderboard-stability arguments standard in AI evaluation offer no defence of economic statistics built on benchmarks. Prices, quality and the audit are fully reproducible from public sources at zero cost.

Scientific images are the core elements of presenting experimental conclusions, elaborating system architecture, and supporting comparative arguments in scientific papers. However, existing image quality assessment (IQA) methods are predominantly designed for natural photographs or AI-generated content, which cannot be directly applied to scientific papers. The few existing studies on scholarly charts remain confined to visual-surface comparisons, failing to verify caption alignment, citation relevance, or visual misleadingness. To address this, we propose SciFigQual-Bench, a full-text contextual benchmark that evaluates scientific images across five dimensions (clarity, layout, caption fit, context relevance, and misleading risk). The data covers top computer-science conferences from 2020 to 2025; 6,308 images were independently scored by multiple domain experts in five dimensions and aggregated into gold-standard annotations. Unlike previous scientific figure benchmarks, our dataset binds each image to its caption, citing sentence, and manuscript context. To enable automated evaluation on this benchmark, we designed a staged cross-modal evaluation framework SFQ-Agent to achieve auditable and refined scoring through the collection and fusion of modal evidence. Multiple mainstream large models were evaluated on the test subset eval1200, and SFQ-Agent (F3) equipped with GPT-5.6-Sol achieved the lowest overall average absolute error (0.418) and the highest consistency rate (93.4%), consistently outperforming both direct evaluation and auxiliary (Sidecar) visual language model evaluation schemes.

Sycophancy in large language models risks amplifying unsupported claims or beliefs across the knowledge ecosystem as these systems increasingly contribute to research synthesis, evaluation, and decision-making. A reliable model should revise its judgement when a user identifies a genuine flaw, but should resist pushback based on fallacies, emotion, or irrelevant appeals to authority. While sycophancy is usually measured on questions with a verifiable answer, the evaluative tasks in which it is most difficult to detect have no such ground truth. We introduce Big-Big-SycoBench, which measures sycophancy through argument discernment: the ability to revise an evaluation after valid criticism while resisting invalid pressure. The benchmark consists of 450 text artefacts with 5,400 arguments for raising or lowering their quality scores, each reviewed by one or more of twelve human annotators. An LLM scores each artefact twenty times to establish its baseline score and uncertainty. The model is then given a valid or invalid argument and asked to update its score. We only count a revision if it exceeds the model's own baseline variability. We use the resulting score delta to distinguish responsiveness to valid arguments from compliance with invalid ones. Across ten models, responsiveness is 88-95\% for seven, 76-77\% for Kimi K3 and GLM-5.3, and 32\% for Opus 5.5. Compliance ranges from 0.2\% for GPT-6 Astra to 95\% for GPT-4o. Big-Big-SycoBench is intended to guide the development of models whose judgements can be corrected by sound arguments, but not displaced by unsupported pressure.

We test the robustness of debate as a method of scalable oversight by training models to debate with data generated via self-play. In a long-context reading comprehension task, we find that language model based evaluators answer questions more accurately when judging models optimized to win debates. By contrast, we find no such relationship for consultancy models trained to persuade a judge without an opposing debater present. In quantitative and qualitative comparisons between our debate models and novel consultancy baselines, we find evidence that debate training encourages stronger and more informative arguments, showing promise that it can help provide high-quality supervision for tasks that are difficult to directly evaluate.

Large language models (LLMs), while promising, face criticisms for biases, hallucinations, and a lack of reasoning capability. This paper introduces SocraSynth, a multi-LLM agent reasoning platform developed to mitigate these issues. SocraSynth utilizes conditional statistics and systematic context enhancement through continuous arguments, alongside adjustable debate contentiousness levels. The platform typically involves a human moderator and two LLM agents representing opposing viewpoints on a given subject. SocraSynth operates in two main phases: knowledge generation and reasoning evaluation. In the knowledge generation phase, the moderator defines the debate topic and contentiousness level, prompting the agents to formulate supporting arguments for their respective stances. The reasoning evaluation phase then employs Socratic reasoning and formal logic principles to appraise the quality of the arguments presented. The dialogue concludes with the moderator adjusting the contentiousness from confrontational to collaborative, gathering final, conciliatory remarks to aid in human reasoning and decision-making. Through case studies in three distinct application domains, this paper showcases SocraSynth's effectiveness in fostering rigorous research, dynamic reasoning, comprehensive assessment, and enhanced collaboration. This underscores the value of multi-agent interactions in leveraging LLMs for advanced knowledge extraction and decision-making support.

Command-line interfaces (CLIs) provide structured textual environments for system administration. Explorations have been performed using pre-trained language models (PLMs) to simulate these environments for safe interaction in high-risk environments. However, their use has been constrained to frozen, large parameter models like GPT. For smaller architectures to reach a similar level of believability, a rich dataset of CLI interactions is required. Existing public datasets focus on mapping natural-language tasks to commands, omitting crucial execution data such as exit codes, outputs, and environmental side effects, limiting their usability for behavioral modeling. We introduce a Shell Input -Output Environment (ShIOEnv), which casts command construction as a Markov Decision Process whose state is the partially built sequence and whose actions append arguments. After each action, ShIOEnv executes the candidate and returns its exit status, output, and progress toward a minimal-length behavioral objective. Due to the intractable nature of the combinatorial argument state-action space, we derive a context-free grammar from man pages to mask invalid arguments from being emitted. We explore random and proximal-policy optimization (PPO)-optimized sampling of unrestricted and grammar-masked action spaces to produce four exploration strategies. We observed that grammar masking and PPO significantly improve sample efficiency to produce a higher quality dataset (maximizing the number of arguments while minimizing redundancies). Policy-generated datasets of shell input-output behavior pairs are used to fine-tune CodeT5, where we observe 85% improvements in BLEU-4 when constraining the action space to grammar productions with an additional 26% improvement when applying PPO. The ShIOEnv environment and curated command behavior datasets are released for use in future research.