Large Language Models (LLMs) excel in various natural language processing tasks but remain vulnerable to generating harmful content or being exploited for malicious purposes. Although safety alignment datasets have been introduced to mitigate such risks through supervised fine-tuning (SFT), these datasets often lack comprehensive risk coverage. Most existing datasets focus primarily on lexical diversity while neglecting other critical dimensions. To address this limitation, we propose a novel analysis framework to systematically measure the risk coverage of alignment datasets across three essential dimensions: Lexical Diversity, Malicious Intent, and Jailbreak Tactics. We further introduce TRIDENT, an automated pipeline that leverages persona-based, zero-shot LLM generation to produce diverse and comprehensive instructions spanning these dimensions. Each harmful instruction is paired with an ethically aligned response, resulting in two datasets: TRIDENT-Core, comprising 26,311 examples, and TRIDENT-Edge, with 18,773 examples. Fine-tuning Llama 3.1-8B on TRIDENT-Edge demonstrates substantial improvements, achieving an average 14.29% reduction in Harm Score, and a 20% decrease in Attack Success Rate compared to the best-performing baseline model fine-tuned on the WildBreak dataset.

We introduce WildTeaming, an automatic LLM safety red-teaming framework that mines in-the-wild user-chatbot interactions to discover 5.7K unique clusters of novel jailbreak tactics, and then composes multiple tactics for systematic exploration of novel jailbreaks. Compared to prior work that performed red-teaming via recruited human workers, gradient-based optimization, or iterative revision with LLMs, our work investigates jailbreaks from chatbot users who were not specifically instructed to break the system. WildTeaming reveals previously unidentified vulnerabilities of frontier LLMs, resulting in up to 4.6x more diverse and successful adversarial attacks compared to state-of-the-art jailbreak methods. While many datasets exist for jailbreak evaluation, very few open-source datasets exist for jailbreak training, as safety training data has been closed even when model weights are open. With WildTeaming we create WildJailbreak, a large-scale open-source synthetic safety dataset with 262K vanilla (direct request) and adversarial (complex jailbreak) prompt-response pairs. To mitigate exaggerated safety behaviors, WildJailbreak provides two contrastive types of queries: 1) harmful queries (vanilla & adversarial) and 2) benign queries that resemble harmful queries in form but contain no harm. As WildJailbreak considerably upgrades the quality and scale of existing safety resources, it uniquely enables us to examine the scaling effects of data and the interplay of data properties and model capabilities during safety training. Through extensive experiments, we identify the training properties that enable an ideal balance of safety behaviors: appropriate safeguarding without over-refusal, effective handling of vanilla and adversarial queries, and minimal, if any, decrease in general capabilities. All components of WildJailbeak contribute to achieving balanced safety behaviors of models.