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Microsoft’s ancient icon library still lurks in Windows 11

October 21, 2025
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The pifmgr.dll file remains a curious artifact within contemporary Windows installations, a nostalgic nod to an era characterized by simplicity and a blocky aesthetic. Veteran Microsoft engineer Raymond Chen reflects on this remnant, noting its origins in a time when digital artistry was constrained by limited colors and pixel resolutions.

Icons of a Bygone Era

Much like the icons housed in moricons.dll and progman.exe, the contents of pifmgr.dll showcase a collection of icons crafted during a period when creativity had to navigate the boundaries of technology. Chen reminisces about the challenge of designing recognizable images on a mere 16 x 16 grid, utilizing a palette of just 16 colors.

Introduced with Windows 95, pifmgr.dll was designed to manage PIF files, or Program Information Files, which dictate the setup for virtual MS-DOS sessions tailored to specific applications. While the icons in progman.exe and moricons.dll were purposefully created for particular applications, the icons in pifmgr.dll were more whimsical in nature.

Chen describes these icons as a playful assortment, stating, “The icons in pifmgr.dll were created just for fun. They were not designed with any specific programs in mind, except for one obvious exception. They were simply a delightful mix for users to employ in their homemade shortcut files.”

Interestingly, some of these icons seem to hint at future developments. For instance, one icon depicts a window with clouds, which could be interpreted as a nod to Microsoft Azure. Another features a cloud with lightning, perhaps a subtle commentary on recent AWS outages. There’s also a playful block showcasing the letters A and I—though it’s likely meant to represent A and the number 1, the interpretation is left to the imagination.

Among the more intriguing designs is an apple with a bite taken from the left side, diverging from Apple’s iconic logo. Chen muses, “Is it coincidence? A nod? A subtle jab? You decide.”

Rich with ’90s charm, pifmgr.dll continues to reside in Windows 11, a mere 36 kilobytes in size, evoking a time when software was less bloated and more straightforward.

Winsage
Microsoft's ancient icon library still lurks in Windows 11

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