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I've found on the few occasions I've contacted Apple Support, if I start off by explaining that I have a technical background and what I've tried already, they'll usually respond positively, and it often means we skip some of the usual procedures. It doesn't always work obviously, some as you say, are themselves not adequately experienced to do much besides walk you through a prepared script.
Yea, I know that one. I am usually able to rattle off how many times I've tried whatever the suggestion is and that helps save some time.

OTOH, if they don't go through the script, you may that something obvious may have been missed. I've had that happen once or twice over the last 35 years.

I've been on both sides of this fence having worked tech support desks in the past.

One time, I went through four Apple techs and reinstalled OS 10.7 as many times. The last tech figured out what was a bluetooth problem and I was up and running. It happens.

My favorite call was with Norton. Guy must have been having a bad day but, as I was going through the symptoms, he yelled, "I just can't help you. I've seen this with bad RAM!". I realized that was the most likely cause of the problem and thanked him. Then he got madder because he didn't understand why I thanked him. I finally had to end the call. Norton reached out to me afterwards—he complained about me. I explained the call and that it really was bad RAM and not their product and he was right. Don't know what happened to him but Norton upgraded me for free a month later—I hadn't asked for it. Just too weird.
 
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