SEC536: Adversarial AI - Penetration Testing AI Systems


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Contact UsLast week, Cisco published a security advisory warning of an authenticated privilege escalation vulnerability in Cisco Catalyst SD-WAN Manager that is being actively exploited. The flaw, CVE-2026-20245, CVSS score 7.8, is due to insufficient validation of user-supplied input and can be exploited to execute arbitrary commands as root. Exploitation requires the attacker to have _netadmin_ privileges on the targeted system, which would require valid credentials or exploitation of known SD-WAN Controller authentication bypass vulnerabilities (CVE-2026-20182, disclosed in May 2026, or CVE-2026-20127, disclosed in February 2026). Cisco notes that it "has observed limited cases where the exploitation of this bug resulted in a configuration change pushed to edge devices." Cisco has not released updates to address the vulnerability, and there are no workarounds available. Cisco plans to address the issue in a future version of Cisco Catalyst SD-WAN Manager. Meanwhile, "Cisco recommends that customers upgrade to the fixed software that is documented in the Catalyst SD-WAN Security Advisory that was published on May 14, 2026, and verify the configuration of the edge devices." This is the seventh exploited vulnerability in Cisco Catalyst SD-WAN Manager detected this calendar year.

Our old friend, processing untrusted input, is back. This latest bug affects all versions of the SD-WAN software, regardless of device configuration or deployment types. It is the seventh SD-WAN issue this year, the second zero-day flaw in two months, and it doesn't have a patch yet. It does require admin credentials to exploit, but unfortunately, credential compromise is all too common these days. First, make sure that you're on the latest SD-WAN version from May. Second, make sure that your authentication implements RBAC, is only available to authorized systems, and uses the strongest possible authentication mechanisms available.

The SD-WAN System from Cisco is getting a very serious look-see from attackers. I recall this being part of their Viptela Acquisition. I suspect we will see more of this, given the number of vulnerabilities that have been increasing. It would be ideal to keep this patched and to patch your systems often. Look for strange sites that could be part of your SD-WAN environment while you are at it.
Cisco just can’t seem to catch a break lately. The silver lining with their latest security flaw is that an attacker needs valid credentials to exploit it. The catch? Stolen credentials are incredibly easy to find online. The bottom line remains the same: IT admins need to stay on alert and patch their systems the moment Cisco drops an update.
The Register
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Cisco
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SolarWinds has disclosed a high-severity unauthenticated denial-of-service vulnerability in SolarWinds Serv-U managed file transfer software. "SolarWinds Serv-U is susceptible to specially crafted POST requests that crash the Serv-U service without authentication using Content-Encoding: deflate." The flaw, CVE-2026-28318, CVSS score 7.5, is being actively exploited. It affects SolarWinds Serv-U 15.5.4 and below, and is fixed in SolarWinds Serv-U 15.5.4 HF1. SolarWinds also offers suggested mitigations via web access firewall, which include limiting access to known addresses and blocking post requests that contain "content-encoding." The US Cybersecurity and Infrastructure Security Agency (CISA) has added the CVE-2026-28318 to the Known Exploited Vulnerabilities (KEV) catalog with a mitigation deadline of Friday, June 19, 2026 for Federal Civilian Executive Branch (FCEB) agencies.

So, not only apply the update, but also put a WAF in front of your file transfer service, which, when you think about it, should already be in place. If your team tells you, “been there, done that,” verify that you're in blocking mode, not learning mode, and verify someone is watching for signs of successful exploitation.

This appears to be an implementation-induced vulnerability, rather than contamination of their product with malware.
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Broadcom has published a security advisory alerting users to a trio of high-severity stored cross-site scripting vulnerabilities in VMware Aria Operations, VMware Cloud Foundation Operations, VMware Cloud Foundation, VMware vSphere Foundation, and VMware Telco Cloud Platform. Broadcom writes that "A malicious actor with privileges to create policies, views or text-widgets may be able to inject scripts to perform administrative actions in VMware Cloud Foundation Operations." Users are advised to update to fixed versions of affected products; The Broadcom advisory provides a response matrix. The vulnerabilities, CVE-2026-41722, CVE-2026-41723, and CVE-2026-41724, CVSS score 8.0, were privately reported to Broadcom by Alexis Bernazzani at Visa Inc.

The good news is there are no current active exploits here. On the flip side, there are no workarounds: you need to deploy updated versions of VMware Aria Operations, Cloud Foundation, vSphere Foundation, and Telco Cloud Platform. This may be a good excuse to move to Cloud Foundation and vSphere Foundation 9.1.0.0 if you're still on 9.0 or lower. Note that the fix to TCP/TCI is a patch rather than an update.

Cross-Site Scripting has been in the OWASP (and other) top software vulnerability lists for over 20 years, currently 5th as part of A05:2025 Injection — VMware software updates should be routinely preventing such flaws from reaching production software. With little action at the federal level on enforcing language around meeting essential security hygiene levels, it will take successful civil lawsuits to make any progress.
Anthropic released a guide on May 27 for using Claude Opus and other models to find and fix vulnerabilities in source code, with a companion open-source repo (defending-code-reference-harness) that implements the workflow using Claude Code and gVisor-sandboxed agents. The guide distills a six-step loop: threat model, sandbox, discovery, verification, triage, and patching. Its stated takeaway is that AI discovery is now easy to parallelize, and that the bottleneck has moved to verification, triage, and patching. As of May 22, Anthropic reported disclosing 1,596 vulnerabilities from its open-source scanning, with 97 patched.

The guide reads like a workflow document, and the hard steps are the judgment ones: deciding what counts as a vulnerability, proving exploitability with an independent agent, triaging by root cause, and patching without breaking the service. The brand-new _SANS SEC543: AI-Assisted Source Code Analysis and Exploitation for Penetration Testers_ teaches that kind of analytic loop hands-on, including building exploits to verify high-impact findings.
- https://www.sans.org/cyber-security-courses/ai-source-code-analysis-exploitation-pentesters
Massachusetts state legislators have approved a bill that will prohibit the sale of precise geolocation data and other sensitive information. The State Senate version of the Massachusetts Consumer Data Privacy Act passed unanimously in the state Senate in September 2025, and the House version passed unanimously on June 4, 2026. The two versions of the bill will be reconciled in committee and sent to Governor Healey's office for signing. The bill will apply to organizations that handle data of more than 100,000 individuals. It will ban the sale or sharing of sensitive data without explicit consent. Those data include biometric information, precise geolocation information, and identifying information regarding religion, immigration status, and sexual orientation. The bill also includes a provision that would allow individuals to sue technology companies for abusing their personal data.
States are taking data privacy into their own hands, moving aggressively to outlaw the commercial sale of highly sensitive location and tracking data. With Massachusetts joining the ranks as the fifth state to enforce an outright ban — and with roughly 20 others demanding strict, mandatory opt-in consent — businesses are left navigating a logistical nightmare. While this chaotic regulatory patchwork practically begs for a national data privacy law, a distracted Congress continues to keep federal reform on the back burner.

I am not sure why we have lagged on Data Privacy protections in the US, but maybe we can start seeing some traction on this. I think that the focus for a while has been on other laws, but this could start to change the game from a privacy standpoint.

Another state is taking a stand on data brokers and loopholes which allow access to and sale of surveillance and other privacy information. While states should be applauded for stepping up to fill the void of not having national legislation, it's going to be complicated to implement as many privacy acts as are being put into place. Each increases the risk of error and complexity of your implementation of permission reporting, data correction and opt-out systems. Make sure that your chief privacy officer is tracking all the new legislation; do not become the case law others learn from.

One supposes that it is too much to ask that it be illegal to trade in PII that was not provided by the subject for that purpose. One might settle for informed consent. In our Federal system, the state legislatures are a good place to start the hard task of drafting privacy legislation that is effective while avoiding disruption and other unintended consequences. We should be grateful to those legislators willing to take it on.
In a June 4 story, WIRED reported that a code review of the Meta AI app revealed "an unreleased face-recognition system embedded in Meta’s smart glasses platform." The technology was "discreetly added to Meta’s AI app over multiple updates," and was internally identified as "NameTag." Its capabilities included identifying people seen through the glasses' camera and alerting glasses wearers when someone was recognized; "faces the system failed to recognize were cropped, indexed, and stored locally for future processing." When WIRED detected the system, it was not enabled. However, the Meta AI app, which is needed to use smart glasses features, has been downloaded more than 50 million times. WIRED now reports that Meta has removed the NameTag code from the Meta AI app. WIRED journalists Dhruv Mehrotra and Dell Cameron write that "A few fragments of the NameTag system remain in the version of latest Meta AI, including an internal debug menu label and a dormant link meant to open a recognized person’s profile. The leftover code points to parts of the system that are no longer there."

I mean, are we surprised that this type of code exists? I am not going to make excuses for the company because it has a sordid history with data privacy, but this should not be a shocker to anyone. Here is a better question: how many of the other smart glasses out there already have a feature like this?

Familiar face recognition sounds kind of cool up front, let alone recognizing strangers, but the devil is in the details, particularly when coupled with AI systems which accelerate finding any weaknesses (or features) in the implementation. Given our other story about privacy laws, it's not clear how one would opt out of such a system. Consider that in Germany, due to GDPR and BDSG, your doorbell and other surveillance cameras are not permitted to capture images in public spaces or neighboring properties; they must only record your own property. This will be interesting to watch as it progresses.
Meta did the right thing by pulling its pre-release code, but don't expect the technology to stay shelved for long — it will inevitably return as a feature. Facial recognition isn't new; it's been around for decades. However, it was the explosion of social media over the last 20 years that finally fed these models the data they needed to mature. Now a staple of daily commercial and civic life, automated recognition serves as a permanent upgrade to faulty human memory. It is the next tech frontier, assuming companies can find a way around tightening state privacy laws.

Facial recognition works well, and is non-intrusive when asked to compare a single individual to a reference that they provided. Apple's facial recognition for user AUTHENTICATION is a good example. It has high error rates and is invasive when asked to IDENTIFY or RECOGNIZE from large populations. (That said, at 91, I often have difficulty putting names to people I know well but see seldom. When I finally get smart glasses, I will appreciate a little help.)
Meta is in the process of notifying individuals whose Instagram accounts were taken over through a bug in the Meta AI chatbot. Meta has addressed the bug, which allowed anyone to fool the High Touch Support (HTS) AI-assisted account recovery system into resetting passwords on Instagram accounts that were not protected with multi-factor authentication (MFA). The bug allowed requests to add new email addresses to existing Instagram accounts as part of the password reset process. Meta Associate General Counsel Amber Hannah explained the issue in a letter to the Maine Attorney General's office: "Users can request support from HTS and, as part of that process, can ask that a password reset link be sent to their email address. The tool itself worked properly and functioned as intended; however due to a bug in a separate code path, the system did not properly verify that the email address provided by the individual requesting a password reset matched the email address associated with that user’s Instagram account." The attacks occurred over several months and affected 20,225 individuals, according to information filed with the Maine AG's office.

The attackers here took advantage of the AI's ability to add new email addresses to accounts, then used those accounts to reset MFA. It’s not so much the AI model that was a problem; it was the guardrails around it. We see there is a 20K number here, but after this was disclosed, how many other accounts could have been hit? That is probably a number not yet known.

The use of AI to recover accounts reveals issues, and serves as a reminder that automation will reveal underlying shortcuts as well as take full advantages of privileges given. Make sure you're doing your QA properly. For Instagram users, make sure you don't have any extra email addresses associated with your profile, and that you've implemented MFA. Wait, you haven't used your Instagram account in "forever?" maybe it's time to delete that account, as there are those willing to recover/activate it and use it for you.
The rush to deploy AI-assisted applications to streamline corporate headcount frequently triggers unintended consequences, with this latest incident leaving Meta facing public embarrassment. Comprehensive quality assurance (guardrail) testing likely would have identified the design flaw, although ironically, that process may have been automated by AI as well.
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Researchers at Symantec and Carbon Black have published a report detailing "A five-month espionage campaign target[ing] the email account of a senior figure at a major global stock exchange." The attackers exfiltrated the contents of the target's Outlook mailbox in batches small enough to escape notice using Dropbox and OneDrive Personal. The researchers write that while they "do not normally publish on single-victim incidents, ... the focus and operational discipline on display here, and the central role mailbox theft plays in espionage operations more broadly, makes this a useful illustration of what a targeted intrusion against a senior individual can look like over months rather than days." In all, the attackers had a dwell time of 150 days. It is unclear how they gained initial access to the system, but by the time the "first malicious activity was observed on [the] targeted host, ... the operators already had two payloads running with SYSTEM privileges." The attackers scheduled tasks with names that sounded legitimate and therefore were unlikely to trip any alarms, and they exfiltrated data using cloud services. The report includes indicators of compromise.

Unfortunately, this report does not have details on the initial infection vector that would make this more useful to get the risk across to management. But the first line of the conclusion is briefing-worthy: "The attackers' focus throughout was on a single objective: long-term, incremental theft of the contents of a single Outlook mailbox, exfiltrated through Dropbox and OneDrive Personal in small batches over a period of five months to avoid raising suspicions or triggering alerts on the system."

The report from Symantec and Carbon Black includes the IoCs you're looking for. The malware masqueraded as the Adobe Acrobat Reader update service as well as the Microsoft OneDrive setup helper. But those were setup through an earlier compromise where the attackers had system/admin privileges. Beyond hunting for these IoCs, make sure that your EDR is ubiquitous and monitored, that updates are applied judiciously and authentication tokens have a defined lifetime. My buddy Roger tells me that he's trained his IT staff to treat every Tuesday as patch day, to keep the cadence of assuring all systems are kept updated. While it took a bit of time and culture change, overall the team is more effective and confident in their security posture than they were previously, and Roger as CISO is as well.

Do you have strong authentication on your email?
Oxford University has disclosed a data breach that affected student, alumni, and research staff information. The most recent breach affected Group GTI, the third-party provider of the CareerConnect career services platform, which is also used by King's College London, the University of Manchester, and other UK educational institutions. Oxford learned of the breach on May 28; the compromised information includes names, email addresses, and encrypted passwords of individuals who use Single Sign-On (SSO). CareerConnect is part of Oxford's career services department. The CareerConnect breach is the second such incident to affect Oxford University in as many months: Oxford student data were also compromised in the massive Canvas learning management system breach earlier this year.

Two third-party system breaches in one year is going to sting a bit. While you can't fix third-party flaws, you can find out how they discover and prioritize fixing them and verify that you're properly implementing all the security controls under your purview. Number one among these would be authentication. Aggressively move away from passwords and toward phishing-resistant authenticators, including MFA and passkeys. Monitor carefully the use of any reusable passwords.
According to the HIPAA Journal's analysis of data from the US Department of Health and Human Services (HHS) Office for Civil Rights (OCR) breach portal, there were 772 healthcare-related data breaches in 2025, affecting 139,721,832 individuals. The HIPAA Journal notes that those figures are "likely to increase further as there are several data breach investigations that have yet to conclude." The largest breach was the Conduent Services Breach, which affected 62.2 million individuals and appears to have been a ransomware attack. That incident was initially reported in HHS OCR in October 2025 with an estimated number of affected individuals of 42,616. That figure was revised upward several times over the following months. Other high-impact breaches reported in 2025 include Aflac (13.9 million people affected); Episource LLC (6.73 million people affected); Yale New Haven Health System (5.6 million people affected); and Blue Shield of California (4.70 million people affected). According to the HIPAA Journal's Heathcare Data Breach Statistics page, just two other breaches affected more people than the Conduent breach: the Change Healthcare breach in 2024 (192.7 million affected individuals) and the Anthem breach in 2015 (78.8 million affected individuals).
This report stands out for three alarming reasons: it reveals that data from a third of the US population was compromised in 2025 (even factoring in duplicate entries); it proves that bad actors still view healthcare as low-hanging fruit; and it raises tough questions about whether the sector's cybersecurity "best practices" are actually working.

Those numbers are alarming. In essence, we're at better than a one-in-three chance our HIPAA data has been breached. While fully supporting our healthcare providers raising the bar on security, we need to be proactive. Make sure that you have ID protection/restoration services, that they are still active, and that they are monitoring your current information. Before you go out and purchase a service, check your existing providers, banks, credit union, auto club, etc., many of which offer free or discounted services with your current membership/patronage.

HIPAA security remains in the ditch. It should have been prescriptive instead of expecting all covered entities to do their own risk assessments and select and implement their own measures. Even the largest and most professional enterprises have failed basic hygiene and have been breached. This is the tragic result.
HIPAA Journal
HIPAA Journal
SANS Internet Storm Center StormCast Tuesday, June 9, 2026
Azure Repos Infected; Checkpoint VPN 0-Day; Verizon VoLTE missing IPSec integrity protection
https://isc.sans.edu/podcastdetail/9964
Azure Functions Action and 72 Other Repositories Disabled After Supply Chain Attack
Active Exploitation of Check Point VPN Authentication Bypass (CVE-2026-50751)
Missing IPsec Integrity Protection for IMS SIP Signaling in Verizon VoLTE Deployments
https://kb.cert.org/vuls/id/615987
SANS Internet Storm Center StormCast Monday, June 8, 2026
WeTransfer Phish; Spying Smart TV; Dashlane Brute Force
https://isc.sans.edu/podcastdetail/9962
The Evil MSI Background is Back!
https://isc.sans.edu/diary/The+Evil+MSI+Background+is+Back/33054
The Smart TV in Your LivingRoom Is a Node in the AIScraping Economy
Brute force attack on Dashlane user accounts
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