ESP-WROOM-32 Esp-prog not working

Error: JTAG scan chain interrogation failed: all zeroes

Every instance of that error I’ve seen it was an issue with

  • the wiring (e.g., broken or poor-quality cable)
  • or debug speed too high
  • jumpers not set correctly on development boards, causing the signals to get through to the ESP32

See e.g. ESP32 & PIO Unified Debugger and Error ESP32 PROG

Full platformio.ini? You have e.g. debug_speed = 500 in there as a test?