Just to update on the journey on the other machines where debugging did not work, so the solution is known to other users.....
Issue: Running OpenOCD.exe command line via cmd.exe still resulted in errors.
Example Command: (Logging increased using -d3 instead of -d2) C:\Users\Miklos\Downloads\openocd-esp32-0.10.1-2021.07.21/bin/openocd.exe -d3 -s /" -f /interface/ftdi/minimodule-lowcost.cfg" -c "set ESP32_RTOS none" -f /board/esp-wroom-32.cfg" -c "init"
The final error seen is below, before the program crashed and tried to report the error to Microsoft.
Debug: 512 3128 command.c:355 register_command_handler(): registering 'test_mem_access'...
Debug: 513 3137 ftdi.c:728 ftdi_initialize(): ftdi interface using shortest path jtag state transitions
This is related to OpenOCD not being able to identify the ESP-PROG, even though Zadig.exe had been used to replace the driver.
Solution: The solution is to configure the Esp-Prog USB driver as follows:
1. Connect the Esp-Prog panel to the PC with a USB cable.
2. If a USB driver is already installed, you must delete the driver in Device Manager.
3. After deleting, disconnect the Esp-Prog from the PC.
4. Download the VCP driver (Virtual COM Port Drivers) for the FT2232HQ chip from the FTDI website.
5. Install the downloaded VCP driver (run nn.exe).
6. Connect the Esp-Prog panel to the PC with a USB cable.
7. The USB driver will be installed so that channels 0 and 1 will be Virtual COM Port.
8. If there will be no Virtual COM port on channels 0 and 1, go to step 2. point.
9. Currently (2022.02.07) the result of the correct driver installation on channels 0 and 1 is as follows:
"FTDIBUS (v2.12.36.4)"
10. With Zadig, the "Dual RS232-HS (Interface 0) channel driver must be replaced with a WinUSB (v6.1.7600.16385) driver.
The driver for the "Dual RS232-HS (Interface 1) channel does not need to be changed, it remains an FTDI driver!
With this USB setting, error-free debugging and uploading via the programmer is started.