A client calls into the org about a trivial issue that is well documented and easy for help desk to resolve. But this fellow bypasses help desk because of a superiority complex, to have his issue resolved by someone he knows in middle-management (that is completely ignorant of said software). Where do they end up? The illusion of assistance, no resolution, and much more frustration.
I intervene in the email chain after it makes it to my inbox, after days of bouncing all over the realm of the org (never sent or cc'ed to anyone who can help, just middle management and the wrong department). I shake my head as I read through the chain - in some parts they reference the people they should be dealing with, but never include them in the communication. No IMs to these folks, cell calls, emails... nothing.
I jump in, and in 10 minutes I get the help desk to take ownership and resolve it. 10 freaking minutes.
I'm not sure which is worse at this moment, the client for bypassing process, or the folks on our side that accommodated them.