>>27720166All you would need is the appropriate connector, which you can most likely order straight from the manufacturer of either the headset or the radio you intend to use. Same concept, really. If it ends up being a cannon plug with pins, it's also very simple but tends to get a bit expensive for the hand tools. Daniels crimpers and positioners get very pricey, very fast.
http://www.dmctools.com/store/catalog.asp?KEYWORD=afm8For a cannon plug with pins like similar to what's already on there in your
>>27719847 picture, you would only need an AFM8 tool frame and the appropriate positioner for the pins.
Also, the connector could end up being a solder cup type. Very similar to the "tab with holes" method. It's a very easy and simple task, I promise. It just seems daunting simply because it appears so complex. Most wiring projects tend to be simple and labelled very well so as to prevent any confusion.