The tech company said it was fined $250,000 per day for not handing over requested user data.
This month's offering includes one "critical" and three "important" bulletins that look to fix 42 different flaws.
The issues could ultimately lead to a system being caught in a crash/reboot loop.
This moth's Security Update addresses a total of 37 flaws.
Plus: Researchers create unlock key to reverse high-profile ransomware "CryptoLocker."
This week's incident highlights the need for a change in attitudes relating to corporate security.
The study took a look at 16 multinational enterprises in the first half of 2014 to map out what the top trouble areas for IT are.
The latest version adds two new mitigation features and support for 64-bit systems.
The test sent many security software offerings through a gauntlet to measure protection, useability and performance. Three received a perfect score of 30.
Microsoft is downplaying the disclosure and has offered multiple ways IT can avoid attack.
While the InstallShield flaw currently has a limited workaround, there's no word on whether the Dell problem is further being investigated by Microsoft.
The update will prevent the spoofed certificates from being used in man-in-the-middle attacks.
The lawyer and journalist responsible for providing many of the details on government surveillance from Edward Snowden conducted an online Q&A on Wednesday.
Microsoft's monthly security update comes with fixes for 29 flaws and includes three updated security advisories.
The new cloud-based platform looks to streamline threat information to make it easier for users and machines to access and read.