Bdelarre-
I had the same problem (compiles and flashes without the stub, hangs with it) using the gdbstub even with the latest build so I’m considering getting the Olimex debugger.
When you used the Olimex ARM-USB-TINY-H jtag debugger with the Huzzah board did you
- Need to level translate (esp8266 uses 3.3 v)?
- Have problems installing the required drivers (and disabling others)?