Bob: Hi
Me: hey Bob. What can I do for you?
(Five minutes later)
Bob: how are you?
Me: I’m ok Bob. What do you need?
(Five minutes later)
Bob: Do you know much about the daily Foo sync task?
That “how are you” gets me because its meant to be polite but it has the exact opposite effect. It’s funny because developers are often characterised as lacking social skills, but it’s usually the non-developers (analyst, PM etc) who do this.
Maybe also one for good old:
Bob: <screenshot of blank page, address bar omitted>
Bob: Do you know what's going on here?