OK, let’s start our way to success! Hopefully…
What version of the board are you using? The one with the CP2102 or the CH343? You can see that on the small chip on the board. In the Amazon product you linked, the first picture, it’s the small black chip. If you zoom in on the product pic, you can see “CP2102” on that chip. Which is yours?
Have you taken the correct driver from the Waveshare page, corresponding to your chip? And not offensive, are you sure?
Please double check.
Find them here:
Are you sure, the cable is a data cable (just to make sure, you didn’t use different cables for the other “working” ESP board)?
That said, I’m not sure, if the downloadable drivers on the Waveshare page are correct.
Link #1 for MacOS links here:
https://files.waveshare.com/upload/0/04/CH34XSER_MAC.7z
and #2 here
https://files.waveshare.com/upload/5/50/CH34XSER_MAC_(5).7z
You might need to try both, I’d start with the second one, seems more up to date.
And you said, you have tried different button combinations. Have you tried without? Just connecting and no buttons?
We’ll get there, but it seems tedious.