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Re:macOS Catalina 10.15.5 by cordite on Wednesday May 27, 2020 @11:01AM (#23324395)
I don't even let my screens turn off anymore; these days I get this weird thing where after waking the monitors up the monitor does not get a signal, but if it is plugged in, the mouse jumps around at like 2fps on the main display as if there's some weird interrupt denial of service going on.

To fix this, I have to restart just to use my monitor again.

Re:macOS Catalina 10.15.5 by fphhotchips on Wednesday May 27, 2020 @11:49AM (#23325067)
I have that problem too and I tried that, but then the OS forgot the setting during an update, and now I'm back to unplugging and replugging my adapter every time I grab a coffee or take a phone call.
Re:macOS Catalina 10.15.5 by lsllc on Wednesday May 27, 2020 @12:10PM (#23325417)
External display wakeup problems have been an issue on many generations of MacBook Pro going back to PowerBooks (even with Apple displays). Very annoying!
Re:macOS Catalina 10.15.5 by thruhiker on Wednesday May 27, 2020 @01:47PM (#23327015)
I experienced this issue using an HDMI to DVI adapter from my 2018 Mac mini to a Dell Ultrasharp display. After purchasing a replacement cable that didn't remedy the problem, I discovered that it's a known issue.

The fix was to use a USB-C -> DisplayPort cable (using DisplayPort via USB-C alternative mode). It appears that the HDMI port can't be used with a DVI converter. DVI ports have been replaced by DisplayPort, HDMI, and DisplayPort for some time but it was still a disappointment.