To help navigate compatibility, the modding community maintains resources like a "compatibility list for games in .cci, .iso, and 'HDD Ready' format" to check which titles work flawlessly and which might have issues.
The Xbox network card maxes out around 11 MB/s. Large libraries will take hours to transfer. For maximum stability, use a wired Ethernet cable between your PC and the router rather than Wi-Fi. xbox hdd ready archiveorg