How to talk to a live person at Apple
So you called Apple’s main number at 1-800-692-7753 (1-800-MY-APPLE) and you’re getting lost in a maze of automated menus. If you’re frustrated and trying to talk to a real life living breathing person at Apple’s number, try the following when you encounter the automated voice robot:
After the robot answers, wait for him to get to his first break and say “Customer Service Representative.” The robot will confirm that he’ll soon place you in touch with a real human being. He’ll then ask you to clarify what topic you’re calling about. Do not respond with a topic… [instead] say something strange. Something like “Gallupping Butterflies” or “Indigenous Bicycle Dinosaurs.” Make sure that your topic cannot be understand by Mr. Roboto. Once you’ve stymied him, he’ll finally forward you to a real customer service representative.
This helpful tidbit of information is brought to us from TUAW, where the original poster must have had some recent frustrating experience with trying to talk to a real human at Apple.
For what it’s worth, I’ve found that if you call Apple’s Technical Support (Apple Care) number directly at 1-800-275-2273, you are almost always immediately speaking to a human, so if you’re having technical problems that might be a better solution than trying to trip up a mechanical bot at their generic 800 number.