Hey there. A bit of a delay here, I was doing a bunch of reading on the subject since I got it up and running. I swapped to a nodemcu32s and ran through all the setup and troubleshooting steps again and something worked! It may have been poor quality wires, since I replaced them with better ones.
I had some issues with nodemcu not responding to breaks in the debugger, but I was able to get it going pretty good. I then tried the Heltec board again and it seems to be having a harder time with inserting breaks. It does this. I’ve pasted the relevant part below.
Either way, it seems like I have a good option. I’ll probably move to a supported board for future projects. Thanks a bunch for your help!
edit: I forgot to mention, I have the zadig drivers installed on both ‘0’ and ‘1’. Perhaps it should only be on 0?
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
esp32.cpu0: Debug controller was reset.
esp32.cpu0: Core was reset.
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
esp32.cpu0: Debug controller was reset.
esp32.cpu0: Core was reset.
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
Info : esp32.cpu0: Target halted, PC=0x40080B02, debug_reason=00000000
esp32.cpu0: Debug controller was reset.
Info : Set GDB target to ‘esp32.cpu0’
esp32.cpu0: Core was reset.
esp32.cpu0: Target halted, PC=0x40080B02, debug_reason=00000000
Set GDB target to ‘esp32.cpu0’
Program received signal
SIGINT, Interrupt.
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
0x40080b02 in ?? ()
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : esp32.cpu0: Target halted, PC=0x40091856, debug_reason=00000001
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
esp32.cpu0: Debug controller was reset.
esp32.cpu0: Core was reset.
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
esp32.cpu0: Debug controller was reset.
esp32.cpu0: Core was reset.
Info : esp32.cpu0: Debug controller was reset.
Info : esp32.cpu0: Core was reset.
esp32.cpu0: Debug controller was reset.
esp32.cpu0: Core was reset.