ended up writing a script to convert bin/cue PS1 files to chd, and used a cool switch I've never seen before on adb push.
if you do `adb push --sync` it will only push files that have a newer timestamp on local than remote. perfect for this
it ended up taking 56 minutes to copy 11gb of PS1 games over adb, which is slow, but I don't have an SD card reader on this laptop yet