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At the same time? (same audio)

Not to my knowledge.

I've researched this before because I wanted to precue with headphone in djay, while having the music come out of the iPad.

I think it's due to having one soundcard.
 
Is it possible through software? Just want the same audio to play through headphones and the dock. Ideally from the music app.
 
Yes it is

You need to jailbreak the phone and install after market software

This will of course invalidate your warranty
 
Yes it is

You need to jailbreak the phone and install after market software

This will of course invalidate your warranty

First, it will not invalidate your warranty, at least not the hardware. You can also always restore, and leave no trace of ever having been jailbroken.

Second, what is this aftermarket software you speak of? That information would certainly be helpful in this case.
 
First, it will not invalidate your warranty, at least not the hardware. You can also always restore, and leave no trace of ever having been jailbroken.

Second, what is this aftermarket software you speak of? That information would certainly be helpful in this case.

Seriously.
I was under the impression it was a hardware limitation. However, if not I'd like to know
 
It wasn't always. Apple changed their views when the courts essentailly decided jailbreaking was legal.

No I mean the simultaneous audio output not the legality of a jailbreak, haha.

Does anyone know if the dock connector always has audio signals present or if it withholds them completely when the headphones are in?
 
Is it necessary that it's plugged directly in to the dock? Assuming the dock has an AUX plug, throw one of these in your iPhone:

http://www.amazon.com/Unknown-3-5mm-Jack-Splitter/dp/B001E3ZM8M

Then have your headphones plugged in to one socket, and an AUX cable going from the other one, to the dock / speaker system.
 
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