Is there a way to hear the voice to the speakers with a microphone plugged in the combo jack?

I have do frequent web conferencing with couple of people with me and one person on the other side. Each one of us takes turn to speak but we ALL  need to hear what the other person  on the other side is saying.
For better voice quality, it is best that the speaker at our end use a microphone but we all hear the voices of the remote person through the loud speakers or any external speaker
however, given that there is a combo jack in ThinkPad, as soon as I plug a microphone in, we are not able to hear the sound of the remote person through the laptop loudspeakers.
Is there any configuration or any software that could make this possible?

It's more of a hardware question than a Mac/PC/Audition question.  Specialist sound interfaces (usually USB devices these days) have a feature called direct monitoring which lets you do exactly this.  It's incredibly useful for all sorts of multitrack applications (including yours)--in fact, I'd call it essential for any serious audio work.
However, very few of the basic built in interfaces now included with computers allow this--they're more for playing games or watching films than serious recording.
I can't answer for the Mac specifically (still a PC person) but an external interface will solve your problem and improve your recording quality at the same time.

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