Update to this: I have a second Mac running 10.15.4. I installed Arduino and then the SEEED board in board manager. I was able to make it work on this Mac. I am not sure what the difference between my two Macs are. It seems like other people are having this issue. My port doesn’t show Seeeduino Wio Terminal, instead it shows Seeeduino XIAO.
Is there a way to get more information during the flash process?