TRENDS, THREATS & TACTICS FOR CYBER CERTAINTY™
BY DANIEL TOBOK
April 2025

NEW ALL-TIME RECORD LEVELS OF CYBER THREAT AND CONCERN: Global Trends & Threat Levels At An All Time High

C L O U D F L A R E O U T A G E : How a Failed Attempt to Block a Phishing URL Disrupted Services
Cloudflare outage caused by botched blocking of phishing URL
On February 6, 2025, a major Cloudflare outage disrupted services across various websites due to a mistake in blocking a phishing URL. The error occurred when Cloudflare’s security system mistakenly flagged an innocent domain as malicious. This led to the blocking of legitimate traffic to multiple websites, causing downtime and service interruptions for businesses and users relying on Cloudflare’s services for security and performance. Although Cloudflare quickly resolved the issue, it highlighted a significant vulnerability: even trusted security tools can malfunction, which can lead to serious consequences.This event serves as a reminder of how complex cybersecurity systems are. A small mistake can have massive repercussions, affecting companies that depend on these services for seamless operations. The outage also underscores the importance of continuous monitoring and refinement in automated security protocols, as even a tiny error can ripple across the internet, impacting users globally.
My thoughts
- After reading about the Cloudflare outage, it made me realize how little is needed to make even the most reliable systems fail. This wasn’t a breach or hack, but a simple error that caused major disruptions. It’s a stark reminder that in cybersecurity, nothing is foolproof. The biggest players in the industry can still make mistakes that have far-reaching effects. The trust we place in these systems can sometimes work against us, and that’s something to consider as we rely more heavily on digital infrastructure.
This incident got me thinking about how much we depend on these technologies for our online safety and how vulnerable they still are. It wasn’t a cyberattack but could easily have been one. This reinforces the idea that, while technology plays a crucial role in our security, we can’t overlook human responsibility. We need systems that are constantly checked, reviewed, and refined to minimize errors.
What can we do?
- If you’re a business owner or someone who depends on cloud services, this event shows how vital it is to have a plan for when things go wrong. While it wasn’t a direct cyberattack, Cloudflare’s mistake highlights the need for backups and contingency strategies. It’s essential to stay informed about potential outages and have communication channels ready to address customers during downtime.
Additionally, we need to rethink how we approach cybersecurity. Even the most trusted services need constant oversight. Regular checks and updates are essential to make sure everything is working as expected. It’s not just about trusting technology but also understanding its limitations and having a clear response when things don’t go as planned. Communication and transparency, especially during outages, are vital in mitigating the effects of these errors. We can’t rely on machines alone; human involvement is necessary to catch and fix errors before they cause significant damage.

H I G H – S T A K E S C Y B E R I N T R U S I O N S : Hackers Exploit Cityworks RCE Bug to Breach Microsoft IIS Servers
- Hackers exploit Cityworks RCE bug to breach Microsoft IIS servers
Cybercriminals have taken advantage of a critical vulnerability in Cityworks’ software to breach Microsoft IIS servers, marking a dangerous escalation in cyber threats. This attack exploits a Remote Code Execution (RCE) flaw within Cityworks, a platform widely used by government agencies for asset and service management. The flaw allows hackers to inject malicious code into the system that opens the door for them to manipulate servers and steal sensitive data. The exploitation of this vulnerability highlights the growing sophistication of cyberattacks, as attackers continue to target critical infrastructure using subtle and powerful techniques.
The incident reveals the vulnerability in systems that many organizations rely on, and raises alarms about the security of the infrastructure that supports essential services. With the breach allowing unauthorized access to servers, it’s clear that no industry is immune to the escalating risk of cyberattacks.
My thoughts
- Reading about the breach of Cityworks through the RCE bug immediately reminded me of how these cybercriminals are continuously evolving their methods to attack institutions we rely on every day. When I first heard about it, I thought about all the various systems and services that we assume are secure. Hackers exploiting a vulnerability in such a widely used platform shows just how easily even critical infrastructures can be compromised.
What’s even more concerning to me is how this flaw affects public sector agencies and the services they manage. If this can happen to them, then it’s clear we are all at risk. It’s an eye-opener that we need to look beyond the basics of cybersecurity and be proactive in addressing these vulnerabilities, not just react when it’s too late. This breach shows that staying ahead in the fight against cyber threats isn’t optional; it’s necessary for both our personal and professional security.
What can we do?
- The best defense against these kinds of attacks starts with prevention. First, regular patching and updates are key. This vulnerability could have been avoided with a simple update to fix the RCE bug, therefore, ensuring that systems are updated regularly should be a priority for all organizations. Beyond this, organizations should be conducting vulnerability assessments to identify weaknesses in their infrastructure before hackers have a chance to exploit them.
For those responsible for managing these systems, investing in specialized tools to monitor, detect, and respond to threats is critical. Proactive monitoring can help catch suspicious activity before it leads to a breach. It’s also vital to train teams on best practices for security hygiene, including strong password policies, regular security audits, and enforcing strict access controls.
Finally, collaboration between software vendors, government entities, and cybersecurity professionals is crucial in building more resilient systems. By sharing information about vulnerabilities and threats, we can collectively improve the security of critical infrastructure. The more we work together to identify and close gaps in security, the safer our digital and physical worlds will be.

M I C R O S O F T S H A R E S W O RK A R O U N D : Fixing Issues Caused by Windows Security Update
- Microsoft shares workaround for Windows security update issues
Microsoft has acknowledged recent issues related to a security update for Windows and has released a workaround for users experiencing problems. This update, designed to patch important vulnerabilities, inadvertently caused some system errors that made it harder for users to complete updates. Microsoft quickly responded with a detailed guide to help users bypass these issues until a permanent fix is deployed.
This situation highlights the challenges of balancing security improvements with the functionality of complex systems. While this update was intended to protect users from increasing cyber threats, it revealed that even well-meaning security measures can sometimes backfire and affect productivity. As we continue to rely heavily on software for both personal and professional use, the stakes of these updates couldn’t be higher.
My thoughts
- When I first read about the issues with Microsoft’s recent security update, it really struck me how much reliance we place on technology to protect us. Security updates are supposed to make systems safer, but when they fail, they can disrupt our day-to-day
operations and create a sense of unease. I’ve had my own frustrations with updates causing more harm than good, and it’s a reminder of how vulnerable we all are in the digital world.
These types of issues are a good reminder to take proactive steps to safeguard our systems. While security updates are necessary, they sometimes create chaos, highlighting the need for redundancy; whether it’s backing up data before installing updates or ensuring that the tools and settings we depend on are set up to minimize disruptions. We can’t afford to ignore the importance of regular system checks and solid backup plans, no matter how small the issue may seem.
What can we do?
This issue serves as a clear wake-up call for all of us by highlighting that we can’t simply rely on tech companies to patch up everything automatically. We need to take responsibility for our own digital safety. First, making sure to regularly back up data before any update is a simple yet effective way to avoid losing critical files. Additionally, It’s prudent to keep track of changes in system performance after updates to catch potential issues early on.
Another actionable step is setting up systems to continuously monitor software performance. There are various tools and apps that can help us stay on top of system health, making it easier to spot problems as soon as they arise. If things go wrong, we can either revert updates manually or contact support for quick resolution. Educating teams or household members about the importance of regular updates and the risks involved can further help in minimizing disruptions.
Lastly, this situation calls for collaboration. It’s important for users to report issues quickly to tech support teams so they can release fixes faster. I also believe that Microsoft, along with other tech giants, should work on improving the quality control of their updates to ensure that security doesn’t come at the cost of functionality. By working together, we can better protect ourselves in an increasingly complex digital world.