It's a reference to Steve Job's infamous "You're holding it wrong" response[1] to complaints of iPhone 4's signal failing when held in a certain manner.

[1]: http://www.engadget.com/2010/06/24/apple-responds-over-iphon...

Except even shown in that link you've attached it was never said.

The actual quote is, "Just avoid holding it in that way" which is different.

I don't feel like "getting the overall meaning of what you said" and "100% accurate voice transcription" are the same problems and comparing the two isn't fair. When I speak to you in a thick accent, it's OK if you only understand 1 out of 3 words because human-to-human communication is lossy and able to deal with misunderstood, misheard, or completely unintelligible data points. Transcription requires 100% percent accuracy because you want the written word to be exactly the same as the words that come out of your mouth. This is a much higher bar and is one that human-to-human speech rarely achieves.

I think he was being sarcastic.

It's hard to tell these days. Many people today fully accept the idea that human should adapt themselves to the existing machines and technologies, rather than design/adapt those machines and technologies to human needs.

I should have put it in quotes, but it's too late to edit it.