Hello,
I've been experiencing a "Don't know how to run." error after attempting to attach for a debug session.
Attached are the build and GDB logs.

When running from the command line it appears to find the adapter (below); however, it does not appear to be connecting through COM26 - could this be the issue?

.exe" -d2 -c "gdb_port pipe; telnet_port disabled" -s ts/" -c "adapter_khz 5000" -f ts/interface/ftdi/olimex-arm-usb-tiny-h.cfg" -c "set ESP32_RTOS none" -f ts/board/esp-wroom-32.cfg" -c "init; reset halt"
Open On-Chip Debugger  v0.10.0-esp32-20211111 (2021-11-10-21:40)
Licensed under GNU GPL v2
For bug reports, read
        http://openocd.org/doc/doxygen/bugs.html
debug_level: 2

adapter speed: 5000 kHz

none
WARNING: boards/esp-wroom-32.cfg is deprecated, and may be removed in a future release.
Error: libusb_open() failed with LIBUSB_ERROR_NOT_SUPPORTED
Info : clock speed 5000 kHz
Info : JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
Info : esp32.cpu1: Debug controller was reset.
Info : esp32.cpu1: Core was reset.
Info : JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : esp32.cpu0: Target halted, PC=0x401F8EA2, debug_reason=00000000
Info : Set GDB target to 'esp32.cpu0'
Info : esp32.cpu1: Target halted, PC=0x401F3FCB, debug_reason=00000000
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
Info : esp32.cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32.cpu0: Core was reset.
Info : esp32.cpu0: Target halted, PC=0x40000400, debug_reason=00000000
Info : esp32.cpu1: Debug controller was reset.
Info : esp32.cpu1: Core was reset.
Info : esp32.cpu1: Target halted, PC=0x40000400, debug_reason=00000000
Info : Listening on port 6666 for tcl connections
Info : telnet server disabled
Info : accepting 'gdb' connection from pipe
+Warn : No symbols for FreeRTOS!

Your welcome, thanks for the response.
I have attached the .vmgdbinit file as tex.t

Thanks for confirming the solution.

We will check why these didn't work and try to simplify when the overrides are needed (not generally required for standard ESP32 boards, but are for ESP32C3/S2/S3 boards).

Can you clarify what you mean by adding "fg", or attach the final board.txt which worked?

Thanks for the detail, the "fg" is a display issue on that post as it should be the full override to change the config to the right one (which yours already has).

If you comment out everything in the board.txt does it continue to work as expected?