Reddit reviews Barbarians Led by Bill Gates: Microsoft from the Inside
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Maybe The Old New Thing by longtime Microsoft employee Raymond Chen? Also dig through his blog archives.
Most other books I can think of are either all about programming for Windows (everything by Charles Petzold, for example), or about Microsoft itself (Barbarians Led by Bill Gates for example). Raymond's book itself isn't exactly what you're looking for either, and I haven't personally read it, but I do follow his blog and if the book is anything like that (I assume it is) it'll be a mix of technical details about why or how something was done in Windows and personal stories about working at Microsoft.