PostgreSQL may be the worst/best compromise. The Press FAQ provides an audio file the pronounces it post-grez-que-elle, keeping enough of both pronunciations to be a linguistic spork. Considering it's roots with Ingres, it makes sense, but it also feels like a layered pun.
Once interviewed a guy who kept talking about knowing "Squeel". Had no idea what he was talking about until he mentioned "Squeel Server". Cue banjo music...
Mine was the first time i tried to buy a SCSI drive in the US. The sales person didn't even understand what i meant, when i said "es see es i". Then he pronounced "sceuzy" and i was amazed :))
I once requested the "Wi-fi" key in a hotel, at St. Malo, France. The receptionist gave me a weird look and, after I explained myself, said «Oh, le "wee-fee"».
But then I've never heard it pronounced, only ever read it. So maybe "Olay" was the normal pronunciation.