Hearing voice on a call on hold

Hi ALL

Is this possible?

If a you make a call and put it on hold due to a long wait on the other side, then make a second call, is it possible to hear when there is voice on the first line. It does not have to be the voice but a prompt tone would be fine as well. Or is it possible to redirect the sound to the hands free speaker for the first call and use the handset for the second call.

Thanks