Old-timey Unix sysadmins laugh at your puny human attempts at pronunciation.
The words are pronounced the way they're spelt. [Yes, spelt. Look it up if you don't believe me.]
With a nod to Victor Borge's phonetic punctuation, Unix geeks in the old days used to be able to pronounce things like "/usr/local/bin/*.exe" or "$PATH" sufficiently unambiguously to be able to help with system installation problems over the phone (before e-mail was common). In particular, the pronunciation of "usr" and "user" was clearly distinguished. Probably it helped that everyone had learnt English through phonics.