Hello 

After solving issues with my project (see: https://www.visualmicro.com/forums/YaBB.pl?num=1650736681/0), issues re-ocurred:

Setup (hardware, board.txt and vm version) were in principle unchanged. But after a while, debugging became more and more unstable. (Only one of the 2 possible upload options was successful)

After attaching ESP Prog I can serially upload now if I am lucky after serveral tries to reset board & ESP Prog. But on start of the debugging session, I get the following pop-up-message:

Unable to start debugging. Unexpected GDB output from command "-exec-run". Don't know how to run. Try "help target".

Please find enclosed the Output files with all verboses (that seem relevant) enabled.

BR
Chris

PS: With the ESP Prog unattached serial upload work stable.

... and the board.txt + the log for the failing upload via Hardware.

BTW: 

of course I checked the driver settings via Zadig and they are ok.

Board is a LilyGO-TTGO-T-Display, as described here: https://www.visualmicro.com/forums/YaBB.pl?num=1650736681

with my Wemos Lollin everything works fine with the same setup

vm version is still  1.2022.0429, which worked after applying above solution.

Hello Simon,

thanks for your reply. 

Yes, there needs to be soldered a wire to the diode to connect to IO14. 
(On the cost of some battery related functionality, but battery operation is not intended in my project.)

All that worked on the same board when we both solved my initial problems in April. 
(see: https://www.visualmicro.com/forums/YaBB.pl?num=1650736681)
Now suddenly debugging is not possible anymore.

For the current issues with my project, hardware debugging would be rather helpful.

I would be glad, if you see any aproach to overcome this problem.

BR
Christian

Thanks for the quick reply. 
I use exactly the pattern from April, see enclosed board.txt

Hi Simon,
unfortunately it does not work with a simple blink sketch either. 
(The sketch works, but not the debugging. Debugging the same project with lolin works.)
I bundled my attempts and the according documentation in enclosed word document.
BR
Christian

Hi Simon,
I downloaded the file you indicated, but it seems to be the same version I had installed before. At least the version No. in manage extensions reamains unchanged (2202.429.2200).
The problems persit or maybe even aggravated: As soon as I plug in the ESPProg I can not even upload serially as the ESP kind of crashes:
MAC: 3c:61:05:0c:6c:10
Uploading stub...
Running stub...
Stub running...
Changing baud rate to 921600
Changed.
Configuring flash size...
Warning: Could not auto-detect Flash size (FlashID=0xffffff, SizeID=0xff), defaulting to 4MB
Compressed 8192 bytes to 47...
A fatal error occurred: Timed out waiting for packet content

I have the impression this might be due to an hardware related instability as I soldered the board to a PCB to my application.
(As I said, that worked before, but the PCB quality is not the best.)

I think I give up hardware debugging here allthoug this is at the moment quite a drawback for my project  . (Finding some errors in my code will be much harder with serial debugging, I think.)

BR
Christian

If I unplug the ESP-Prog serial programming works.
(Prabably debugging also. But I am facing at the moment a bug in a larger code section and I have no clue, where it is. Stepping through the code without predefining all the breakpoints and watches would have been great.)