How do you CONCURRENTLY monitor while recording a voice track?

I want to use Garageband for recording hypnosis sessions. I connect a Plantronics USB Mic headset to the computer and record into that (and can hear through it too), but want ALSO for a client to be able to hear through a SEPARATE set of headphones - plugged into the headphone jack (or somehow).
Problem is that the headphone jack of the MAC is disabled by the use of the other USB headphone being used for the recording/monitoring.
How can I get this to work? People MUST be doing this.
Thank you!
Martin
Intel iMac 20"   Mac OS X (10.4.8)  

You can't do it the way you want to, GB supports a single output device only.
You'd have to use this Headphone Splitterplugged into the headphone jack on the Mac.

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