seems the problem has been identified: https://github.com/espressif/openocd-esp32/issues/125#issuecomment-716588856
Changing program_esp32 to program_esp in main.py at L374 and L380 fixes the issue with uploading.
It did not fix debugging though, I guess it is a similar if not the same issue though. Any pointers would be very appreciated!
Thank you for your fast help!
Edit: This is the output of the debug console:
Open On-Chip Debugger v0.10.0-esp32-20200709 (2020-07-09-08:54)
Licensed under GNU GPL v2
For bug reports, read
http://openocd.org/doc/doxygen/bugs.html
adapter speed: 20000 kHz
WARNING: boards/esp-wroom-32.cfg is deprecated, and may be removed in a future release.
Info : Configured 2 cores
Info : tcl server disabled
Info : telnet server disabled
Info : ftdi: if you experience problems at higher adapter clocks, try the command "ftdi_tdo_sample_edge falling"
Info : clock speed 20000 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 : cpu0: Detected debug stubs @ 3ffd9834
Info : accepting 'gdb' connection from pipe
Error: No symbols for FreeRTOS
Info : Target halted. CPU0: PC=0x40127399 (active)
Info : Target halted. CPU1: PC=0x400F9DE0
Info : cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : Flash mapping 0: 0x10020 -> 0x3f400020, 721 KB
Info : Flash mapping 1: 0xd0018 -> 0x400d0018, 966 KB
Info : cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : Auto-detected flash bank 'esp32.flash' size 4096 KB
Info : Using flash bank 'esp32.flash' size 4096 KB
Info : cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : Flash mapping 0: 0x10020 -> 0x3f400020, 721 KB
Info : Flash mapping 1: 0xd0018 -> 0x400d0018, 966 KB
Info : Using flash bank 'esp32.irom' size 968 KB
Info : cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : Flash mapping 0: 0x10020 -> 0x3f400020, 721 KB
Info : Flash mapping 1: 0xd0018 -> 0x400d0018, 966 KB
Info : Using flash bank 'esp32.drom' size 724 KB
0x40127399 in spiffs_object_modify (fd=0x0, offset=0, data=0x3ffc84cc <Wire> "x\244G?", len=106) at /home/runner/work/esp32-arduino-lib-builder/esp32-arduino-lib-builder/esp-idf/components/spiffs/spiffs/src/spiffs_nucleus.c:1607
1607 /home/runner/work/esp32-arduino-lib-builder/esp32-arduino-lib-builder/esp-idf/components/spiffs/spiffs/src/spiffs_nucleus.c: No such file or directory.
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)
JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : cpu0: Debug controller 0 was reset.
Info : cpu0: Core 0 was reset.
cpu0: Debug controller 0 was reset.
cpu0: Core 0 was reset.
Info : cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32: Core 0 was reset.
esp32: Core 0 was reset.
Info : esp32: Debug controller 1 was reset.
Info : esp32: Core 1 was reset.
esp32: Debug controller 1 was reset.
esp32: Core 1 was reset.
Info : Target halted. CPU0: PC=0x40000400 (active)
Info : Target halted. CPU1: PC=0x40000400
Target halted. CPU0: PC=0x40000400 (active)
Target halted. CPU1: PC=0x40000400
** Programming Started **
** Programming Started **
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
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)
JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : cpu0: Debug controller 0 was reset.
Info : cpu0: Core 0 was reset.
cpu0: Debug controller 0 was reset.
cpu0: Core 0 was reset.
Info : cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32: Core 0 was reset.
esp32: Core 0 was reset.
Info : esp32: Debug controller 1 was reset.
Info : esp32: Core 1 was reset.
esp32: Debug controller 1 was reset.
esp32: Core 1 was reset.
Info : Target halted. CPU0: PC=0x40000400 (active)
Info : Target halted. CPU1: PC=0x40000400
Target halted. CPU0: PC=0x40000400 (active)
Target halted. CPU1: PC=0x40000400
** Programming Started **
** Programming Started **
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
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)
JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : cpu0: Debug controller 0 was reset.
Info : cpu0: Core 0 was reset.
cpu0: Debug controller 0 was reset.
cpu0: Core 0 was reset.
Info : cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32: Core 0 was reset.
esp32: Core 0 was reset.
Info : esp32: Debug controller 1 was reset.
Info : esp32: Core 1 was reset.
esp32: Debug controller 1 was reset.
esp32: Core 1 was reset.
Info : Target halted. CPU0: PC=0x40000400 (active)
Target halted. CPU0: PC=0x40000400 (active)
Info : Target halted. CPU1: PC=0x40000400
Target halted. CPU1: PC=0x40000400
** Programming Started **
** Programming Started **
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
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)
JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : cpu0: Debug controller 0 was reset.
Info : cpu0: Core 0 was reset.
cpu0: Debug controller 0 was reset.
cpu0: Core 0 was reset.
Info : cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32: Core 0 was reset.
esp32: Core 0 was reset.
Info : esp32: Debug controller 1 was reset.
Info : esp32: Core 1 was reset.
esp32: Debug controller 1 was reset.
esp32: Core 1 was reset.
Info : Target halted. CPU0: PC=0x40000400 (active)
Info : Target halted. CPU1: PC=0x40000400
Target halted. CPU0: PC=0x40000400 (active)
Target halted. CPU1: PC=0x40000400
** Programming Started **
** Programming Started **
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
embedded:startup.tcl:449: Error: ** Programming Failed **
in procedure 'program_esp32'
in procedure 'program_esp' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp32.cfg", line 64
in procedure 'program_error' called at file "/Users/wolfgang/.platformio/packages/tool-openocd-esp32/share/openocd/scripts/target/esp_common.cfg", line 106
at file "embedded:startup.tcl", line 449
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)
JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : cpu0: Debug controller 0 was reset.
Info : cpu0: Core 0 was reset.
cpu0: Debug controller 0 was reset.
cpu0: Core 0 was reset.
Info : cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
cpu0: Target halted, PC=0x500000CF, debug_reason=00000000
Info : esp32: Core 0 was reset.
esp32: Core 0 was reset.
Info : esp32: Debug controller 1 was reset.
Info : esp32: Core 1 was reset.
esp32: Debug controller 1 was reset.
esp32: Core 1 was reset.
Info : Target halted. CPU0: PC=0x40000400 (active)
Target halted. CPU0: PC=0x40000400 (active)
Info : Target halted. CPU1: PC=0x40000400
Target halted. CPU1: PC=0x40000400
Hardware assisted breakpoint 1 at 0x40117598: file /Users/wolfgang/.platformio/packages/framework-arduinoespressif32/cores/esp32/main.cpp, line 24.
PlatformIO: Initialization completed
PlatformIO: Resume the execution to `debug_init_break = thb app_main`
PlatformIO: More configuration options -> http://bit.ly/pio-debug
Note: automatically using hardware breakpoints for read-only addresses.
Warn : cpu0: No free slots to add HW breakpoint!
Info : cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : cpu0: Detected debug stubs @ 3ffd9834
cpu0: Detected debug stubs @ 3ffd9834