You certainly cannot flash devices simultaneously, but yes you can flash them one-by-one semi-automated with a script via CLI method. I don't know how often you'll be doing this, but it can put serious overhead on the USB controller which can degrade it overtime.
https://twitter.com/DanielMicay/status/1528087229482008576
You also need to account for seriously buggy operating systems that will cause serious issues with flashing, data corruption, etc (Linux is a common offender)
https://twitter.com/DanielMicay/status/1417658528819462144