Some small glimmers of hope. I've been trying to get a simple Hello World program to load and debug in RAM to test the tool chain. I got an openOCD setup "working" within MCUXpressoIDE, it would load the program but not be able to debug as the boot loader still jumped off into the program in flash....
I stumbled across a post using a CMSIS-DAP probe with the built in LinkServer within MCUXpressoIDE. As simple as changing the debug profile and bang, super fast connection and full debugging

So obviously something wrong in my openOCD config scripts.
This is with an ST-Link V2 converted to a CMSIS-DAP. Next step will be to do the same but linking the program into the Flash and setting up the QSPI Flash Driver. Fingers crossed there is nothing in the eFuses that stops this from working.
Yesterday I also had 2, yes 2 of the J-OB V2 arrive. The first one didn't ship for ages to I tried to cancel and ordered another from a different seller.
www.aliexpress.com/item/32937765384.html...eLogUid=OEgkQToMhGtF
This J-OB v2 successfully connected to the board with the Segger software complaining about the clone device etc.