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Although the Windows file systems have supported filenames with more than 8 chanracters for years, it has still remained good practice (at least for native development) to name modules in 8.3 format. While modules not adhering to this practice normally work well, there is at least one situation where giving a module a long file name does make a real difference: the file name of the kernel.

Quite obviously, ntldr is not capable of loading a kernel from a non-8.3 file :)
/kernel and 8.3 file names « JP’s Blog
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