Autonomous CLI agents can now execute hundreds of actions across multi-hour sessions: writing code, executing shell commands, browsing the web, and managing cloud infrastructure, all with minimal human oversight. Does greater autonomy invite greater risk? We introduce ANCHOR, an automated auditing framework that stress-tests CLI agents on illegal tasks grounded in public US court cases. ANCHOR deploys an auditor agent fine-tuned on dark personality data using supervised and reinforcement fine tuning. This auditor roleplays persistent malicious users who decompose tasks, reframe requests upon refusal, and adapt strategies across multi-turn interactions. Evaluating frontier CLI agents, we find that while they often refuse illegal tasks when prompted directly, compliance reaches 100\% under persistent malicious interaction. When agents comply, they frequently exceed user requests, autonomously building infrastructure for large-scale harm, including catastrophic risk scenarios such as large-scale financial fraud and bioweapon development. These findings demonstrate that current alignment techniques are insufficient for autonomous agents and underscore the need for safety evaluations against persistent, adaptive malicious users. We release ANCHOR at https://github.com/garified/anchor
Concept-based explainable artificial intelligence (AI) can make model reasoning more human-understandable, but concept-level outputs are not automatically trustworthy. We introduce ConceptSMILE, a model-agnostic perturbation-based auditing framework for evaluating the reliability of concept-based explanations. Rather than replacing SMILE, ConceptSMILE extends its perturbation-based logic from feature- or region-level attribution to the auditing of human-understandable concept explanations. The framework perturbs input regions, measures concept-response shifts, applies locality weighting, and fits an XGBoost surrogate to approximate local concept behaviour. Reliability is assessed through attribution accuracy, surrogate fidelity, faithfulness, stability, and consistency. We evaluate ConceptSMILE on retinal fundus images by comparing MedSAM-derived visual concepts with VLM-based semantic concepts. Results show that reliability varies across concepts and pathways: MedSAM achieves stronger spatial attribution and the highest surrogate fidelity ($R^2 = 0.8503$, $R_w^2 = 0.8465$), while the VLM pathway shows stronger vessel faithfulness and stronger stability under selected artefact conditions. ConceptSMILE provides an independent audit layer for evaluating the trustworthiness of concept-based XAI.