Security: Tradeoffs

Absolute security is simple– put your PC in a well-guarded vault, and never power it on. But that’s not what PCs are built for, and good luck finding a job that would pay you for such advice. Security Engineering (like all engineering) is a story of tradeoffs. Tradeoffs commonly take place across multiple dimensions: AsContinue reading “Security: Tradeoffs”

The Challenge of IP Reputation

When protecting clients and servers against network-based threats, it’s tempting to consider the peer’s network address when deciding whether that peer is trustworthy. Unfortunately, while IP addresses can be a valuable signal, attempts to treat traffic as trustworthy or untrustworthy based on IP address alone can be very prone to mistakes. Background Most clients andContinue reading “The Challenge of IP Reputation”

Defensive Techniques: Application Guard

Earlier this year, I mentioned that I load every phishing URL I’m sent to see what it does and whether it tries to use any interesting new techniques. While Edge’s “Enhanced Security Mode” reduces the risks of 0-day attacks against the browser itself, another great defense available for enterprise users is Microsoft Defender Application Guard.Continue reading “Defensive Techniques: Application Guard”

SmartScreen Application Reputation, with Pictures

Last Update: Sept 3, 2025 I’ve previously explained how Chromium-based browsers assign a “danger level” based on the type of the file, as determined from its extension. Depending on the Danger Level, the browser may warn the user before a file download begins in order to confirm that the user really wanted a potentially-dangerous file.Continue reading “SmartScreen Application Reputation, with Pictures”

Enforcing SmartScreen with Policy

Microsoft Defender SmartScreen provides protection against the most common forms of attack: phishing and malware. SmartScreen support is built-in to Microsoft Edge and the Windows 8+ shell. The SmartScreen web service also powers the Microsoft Defender Browser Protection extension for Chromium-derived browsers. While SmartScreen provides powerful controls to block attacks, the user remains in fullContinue reading “Enforcing SmartScreen with Policy”

Improving the Microsoft Defender Browser Protection Extension

Earlier this year, I wrote about various extensions available to bolster your browser’s defenses against malicious sites. Today, let’s look at another such extension: the Microsoft Defender Browser Protection extension. I first helped out with extension back in 2018 when I was an engineer on the Chrome Security team, and this spring, I was taskedContinue reading “Improving the Microsoft Defender Browser Protection Extension”

New TLDs: Not Bad, Actually

The Top Level Domain (TLD) is the final label in a fully-qualified domain name: The most common TLD you’ll see is com, but you may be surprised to learn that there are 1479 registered TLDs today. This list can be subdivided into categories: Some TLD owners will rent domain names under the TLD to anyContinue reading “New TLDs: Not Bad, Actually”

Attack Techniques: Open Redirectors, CAPTCHAs, Site Proxies, and IPFS, oh my

The average phishing site doesn’t live very long– think hours rather than days or weeks. Attackers use a variety of techniques to try to keep ahead of the Defenders who work tirelessly to break their attack chains and protect the public. Defenders have several opportunities to interfere with attackers: Each of these represents a weakContinue reading “Attack Techniques: Open Redirectors, CAPTCHAs, Site Proxies, and IPFS, oh my”

Attack Techniques: Priming Attacks on Legitimate Sites

Earlier today, we looked at two techniques for attackers to evade anti-phishing filters by using lures that are not served from http and https urls that are subject to reputation analysis. A third attack technique is to send a lure that entices a user to visit a legitimate site and perform an unsafe operation onContinue reading “Attack Techniques: Priming Attacks on Legitimate Sites”