The Koss headphones provided with the CTX 3030 will work with the Wireless module.
As to the different "logic" used in the detector opposed to the wireless module....

My guess would be due to the differences in requirements by each unit. The detector is wired to an internal speaker and the waterproof headphone pins. You can't move headphone pins by inserting a plug. So they made a requirement for a signal lead (sensing) to notify the detector that a set of headphones had been implemented. With Stereo plugs being TRS, it stands to reason that the sleeve lead was used for the signal circuit. So now we move on to the Headphone module....... the headphone module simply continues the wiring arrangement of the waterproof pin assembly, and terminates them on a physical jack. And with the reasoning that we still require a sleeve lead to notify the detector that headphones have been implemented, the "mechanical" jack of the headphone module must be TRS as well. This allows the Tip and Ring to carry the audio, and the Sleeve to be used to complete the sensing circuit.
With the implementation of the Wireless module, the speaker in the detector is disconnected electronically as the module is paired up with the CTX. This is software driven as indicated by the ability of the user to select that option in their CTX 3030. So with the internal CTX speaker disabled, the audio response is now provided through the speaker in the wireless module. A stereo plug includes the Tip, Ring and Sleeve. A mono plug only has Tip and Sleeve. But if you examine the location of the Ring section of a Stereo plug, and compare that with the location of the Sleeve on the Mono plug, you'l see that the contact point for each is the same distance from the Tip.
[attachment 241069 300px-Jack_plug.png]
So regardless of whether you are using a stereo plug or a mono plug with the wireless module, the jack will contact the plugs in the same physical locations. Since the wireless module allows for both Stereo and Mono headphone applications, it would suggest to me that the speaker in the wireless module is disconnected by a physical action of the jack assembly, not by a "sensing" circuit as used by the waterproof headphones or the headphone module. If the speaker within the module is deactivated by a physical action within the wireless module jack instead of a sensing lead (as in the CTX itself), I believe that the wireless module could use either a Mono jack with audio on the Tip and Sleeve, or a Stereo jack with the audio provided on the Tip and Ring. At that point, regardless of whether they are stereo or mono, series or parallel, the wiring within the headphones will pass the audio on to the headphone speakers.
[attachment 241070 ctxmonoplugwiring.jpg]
[attachment 241071 ctxstereoheadphonewiring.jpg]
As I said, this is merely a guess on my part. And it was quite late when I made the effort. Not being involved in the design of the audio circuitry on the CTX, visualizing how it might work is all I can offer! HH Randy