Tag Archives: Authenticode

Runtime Signature Checking Threat Model

Telerik developers recently changed Fiddler to validate the signature on extension assemblies before they load. If the assembly is unsigned, the user is presented with the following message: In theory, this seems fine/good– signing files is a good thing! However, it’s important to understand the threat model and tradeoffs here. Validating signatures every time aContinue reading “Runtime Signature Checking Threat Model”

Authenticode in 2025 – Azure Trusted Signing

I’ve written about signing your code using Authenticode a lot over the years, from a post in 2015 about my first hardware token to a 2024 post about signing using a Digicert HSM. Recently, Azure opened their Trusted Signing Service preview program up for individual users and I decided to try it out. The documentationContinue reading “Authenticode in 2025 – Azure Trusted Signing”

Best Practices for SmartScreen AppRep

Last year, I wrote about how Windows integrates SmartScreen Application Reputation to help ensure users have a secure and smooth experience when running downloaded software. tl;dr: When a user runs a downloaded program, a call to SmartScreen’s web-based reputation service is made, and four possible outcomes can occur: As a software developer, it’s natural thatContinue reading “Best Practices for SmartScreen AppRep”

Authenticode in 2024

My 2021-2024 Authenticode certificate expired yesterday, so I began the process of getting a replacement last week. As in past years, I again selected a 3 year OV certificate from DigiCert. Validation was straightforward. After placing my order, I got a request for high-resolution photos of me holding my ID (I sent my passport andContinue reading “Authenticode in 2024”

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”