Web Application Firewalls are widely used in production environments to mitigate security threats like SQL injections. Many industrial products rely on signature-based techniques, but machine learning approaches are becoming more and more popular. The main goal of an adversary is to craft semantically malicious payloads to bypass the syntactic analysis performed by a WAF. In this paper, we present WAF-A-MoLE, a tool that models the presence of an adversary. This tool leverages on a set of mutation operators that alter the syntax of a payload without affecting the original semantics. We evaluate the performance of the tool against existing WAFs, that we trained using our publicly available SQL query dataset. We show that WAF-A-MoLE bypasses all the considered machine learning based WAFs.

Phishing websites are everywhere, and countermeasures based on static blocklists cannot cope with such a threat. To address this problem, state-of-the-art solutions entail the application of machine learning (ML) to detect phishing websites by checking if they visually resemble webpages of well-known brands. These techniques have achieved promising results in research and, consequently, some security companies began to deploy them also in their phishing detection systems (PDS). However, ML methods are not perfect and some samples are bound to bypass even production-grade PDS. In this paper, we scrutinize whether 'genuine phishing websites' that evade 'commercial ML-based PDS' represent a problem "in reality". Although nobody likes landing on a phishing webpage, a false negative may not lead to serious consequences if the users (i.e., the actual target of phishing) can recognize that "something is phishy". Practically, we carry out the first user-study (N=126) wherein we assess whether unsuspecting users (having diverse backgrounds) are deceived by 'adversarial' phishing webpages that evaded a real PDS. We found that some well-crafted adversarial webpages can trick most participants (even IT experts), albeit others are easily recognized by most users. Our study is relevant for practitioners, since it allows prioritizing phishing webpages that simultaneously fool (i) machines and (ii) humans -- i.e., their intended targets.

AI programs, built using large language models, make it possible to automatically create phishing emails based on a few data points about a user. They stand in contrast to traditional phishing emails that hackers manually design using general rules gleaned from experience. The V-Triad is an advanced set of rules for manually designing phishing emails to exploit our cognitive heuristics and biases. In this study, we compare the performance of phishing emails created automatically by GPT-4 and manually using the V-Triad. We also combine GPT-4 with the V-Triad to assess their combined potential. A fourth group, exposed to generic phishing emails, was our control group. We utilized a factorial approach, sending emails to 112 randomly selected participants recruited for the study. The control group emails received a click-through rate between 19-28%, the GPT-generated emails 30-44%, emails generated by the V-Triad 69-79%, and emails generated by GPT and the V-Triad 43-81%. Each participant was asked to explain why they pressed or did not press a link in the email. These answers often contradict each other, highlighting the need for personalized content. The cues that make one person avoid phishing emails make another person fall for them. Next, we used four popular large language models (GPT, Claude, PaLM, and LLaMA) to detect the intention of phishing emails and compare the results to human detection. The language models demonstrated a strong ability to detect malicious intent, even in non-obvious phishing emails. They sometimes surpassed human detection, although often being slightly less accurate than humans. Finally, we make an analysis of the economic aspects of AI-enabled phishing attacks, showing how large language models can increase the incentives of phishing and spear phishing by reducing their costs.

Malicious URLs host unsolicited content and are used to perpetrate cybercrimes. It is imperative to detect them in a timely manner. Traditionally, this is done through the usage of blacklists, which cannot be exhaustive, and cannot detect newly generated malicious URLs. To address this, recent years have witnessed several efforts to perform Malicious URL Detection using Machine Learning. The most popular and scalable approaches use lexical properties of the URL string by extracting Bag-of-words like features, followed by applying machine learning models such as SVMs. There are also other features designed by experts to improve the prediction performance of the model. These approaches suffer from several limitations: (i) Inability to effectively capture semantic meaning and sequential patterns in URL strings; (ii) Requiring substantial manual feature engineering; and (iii) Inability to handle unseen features and generalize to test data. To address these challenges, we propose URLNet, an end-to-end deep learning framework to learn a nonlinear URL embedding for Malicious URL Detection directly from the URL. Specifically, we apply Convolutional Neural Networks to both characters and words of the URL String to learn the URL embedding in a jointly optimized framework. This approach allows the model to capture several types of semantic information, which was not possible by the existing models. We also propose advanced word-embeddings to solve the problem of too many rare words observed in this task. We conduct extensive experiments on a large-scale dataset and show a significant performance gain over existing methods. We also conduct ablation studies to evaluate the performance of various components of URLNet.

Machine-learning phishing webpage detectors (ML-PWD) have been shown to suffer from adversarial manipulations of the HTML code of the input webpage. Nevertheless, the attacks recently proposed have demonstrated limited effectiveness due to their lack of optimizing the usage of the adopted manipulations, and they focus solely on specific elements of the HTML code. In this work, we overcome these limitations by first designing a novel set of fine-grained manipulations which allow to modify the HTML code of the input phishing webpage without compromising its maliciousness and visual appearance, i.e., the manipulations are functionality- and rendering-preserving by design. We then select which manipulations should be applied to bypass the target detector by a query-efficient black-box optimization algorithm. Our experiments show that our attacks are able to raze to the ground the performance of current state-of-the-art ML-PWD using just 30 queries, thus overcoming the weaker attacks developed in previous work, and enabling a much fairer robustness evaluation of ML-PWD.

Machine learning (ML) techniques are increasingly common in security applications, such as malware and intrusion detection. However, ML models are often susceptible to evasion attacks, in which an adversary makes changes to the input (such as malware) in order to avoid being detected. A conventional approach to evaluate ML robustness to such attacks, as well as to design robust ML, is by considering simplified feature-space models of attacks, where the attacker changes ML features directly to effect evasion, while minimizing or constraining the magnitude of this change. We investigate the effectiveness of this approach to designing robust ML in the face of attacks that can be realized in actual malware (realizable attacks). We demonstrate that in the context of structure-based PDF malware detection, such techniques appear to have limited effectiveness, but they are effective with content-based detectors. In either case, we show that augmenting the feature space models with conserved features (those that cannot be unilaterally modified without compromising malicious functionality) significantly improves performance. Finally, we show that feature space models enable generalized robustness when faced with a variety of realizable attacks, as compared to classifiers which are tuned to be robust to a specific realizable attack.

Existing literature on adversarial Machine Learning (ML) focuses either on showing attacks that break every ML model, or defenses that withstand most attacks. Unfortunately, little consideration is given to the actual feasibility of the attack or the defense. Moreover, adversarial samples are often crafted in the "feature-space", making the corresponding evaluations of questionable value. Simply put, the current situation does not allow to estimate the actual threat posed by adversarial attacks, leading to a lack of secure ML systems. We aim to clarify such confusion in this paper. By considering the application of ML for Phishing Website Detection (PWD), we formalize the "evasion-space" in which an adversarial perturbation can be introduced to fool a ML-PWD -- demonstrating that even perturbations in the "feature-space" are useful. Then, we propose a realistic threat model describing evasion attacks against ML-PWD that are cheap to stage, and hence intrinsically more attractive for real phishers. After that, we perform the first statistically validated assessment of state-of-the-art ML-PWD against 12 evasion attacks. Our evaluation shows (i) the true efficacy of evasion attempts that are more likely to occur; and (ii) the impact of perturbations crafted in different evasion-spaces. Our realistic evasion attempts induce a statistically significant degradation (3-10% at p<0.05), and their cheap cost makes them a subtle threat. Notably, however, some ML-PWD are immune to our most realistic attacks (p=0.22). Finally, as an additional contribution of this journal publication, we are the first to consider the intriguing case wherein an attacker introduces perturbations in multiple evasion-spaces at the same time. These new results show that simultaneously applying perturbations in the problem- and feature-space can cause a drop in the detection rate from 0.95 to 0.

Existing literature on adversarial Machine Learning (ML) focuses either on showing attacks that break every ML model, or defenses that withstand most attacks. Unfortunately, little consideration is given to the actual feasibility of the attack or the defense. Moreover, adversarial samples are often crafted in the "feature-space", making the corresponding evaluations of questionable value. Simply put, the current situation does not allow to estimate the actual threat posed by adversarial attacks, leading to a lack of secure ML systems. We aim to clarify such confusion in this paper. By considering the application of ML for Phishing Website Detection (PWD), we formalize the "evasion-space" in which an adversarial perturbation can be introduced to fool a ML-PWD -- demonstrating that even perturbations in the "feature-space" are useful. Then, we propose a realistic threat model describing evasion attacks against ML-PWD that are cheap to stage, and hence intrinsically more attractive for real phishers. After that, we perform the first statistically validated assessment of state-of-the-art ML-PWD against 12 evasion attacks. Our evaluation shows (i) the true efficacy of evasion attempts that are more likely to occur; and (ii) the impact of perturbations crafted in different evasion-spaces. Our realistic evasion attempts induce a statistically significant degradation (3-10% at p<0.05), and their cheap cost makes them a subtle threat. Notably, however, some ML-PWD are immune to our most realistic attacks (p=0.22). Finally, as an additional contribution of this journal publication, we are the first to consider the intriguing case wherein an attacker introduces perturbations in multiple evasion-spaces at the same time. These new results show that simultaneously applying perturbations in the problem- and feature-space can cause a drop in the detection rate from 0.95 to 0.