Good news, confirmed the headset is good to go, hooked a 3.5 to 2.5 mini-stereo plug into the PC, and I could use the Comtacs as headphones. So I assume the power output on the walkie-talkie, a older generation Motorola Talkabout just can't drive the Comtac, so I'm looking into building a in-line amplifier. Got the kit all built, tested the amp quickly with a 3.5mm plug from the PC, and the headset and the signal is significantly better, 20x gain - without the jumper, with jumper the 200x gain was overkill, on top of the dual gangpot I had enough head room to adjust it even more for other applications. Haven't wired it up to the PTT, and figure out how to bypass for the mic.
Ordered the LM386 kit from here:
I should have gotten just a single LM386 PCB board, as the dual one is over kill for the headset, and could probably contain the single one within the PTT unit it self with some mods.
http://www.electronics123.com/s.nl/it.A/id.349/.f
http://www.electronics123.com/s.nl/it.A/id.395/.f
Took the hardware, from a different single-pin 2.5 mm PTT, and going to use that as the input and outputs on the amplifier, need to find a good enclosure, and figure out the wiring from the output from the radio to the input on the amplifier, figure out what wires I need to bypass for the mic to pass through to the radios and also respectively the output from the amplifier to a 2.5 mm female input that feeds back to the PTT. Hopefully I can at least boost the SNR on the radio output, and still transmit on the PTT, and then close it all up. My IBH is set up ready to accept the Comtac, as soon as I get this all squared away.