... so people just put the CD in ...
Now.. that is more a deal breaker for most users that are unaware of AROS and it's peculiarities. Nobody is using cd's or dvd's anymore in this day and age, and even when they do there is the multitude of those that believe it's should be no problem to write the darn thing at speed x 32 and expect to boot from it.
imho it would be more productive if users just could use one of those many pen-drive tools that allows them to install a .iso to it and be able to boot from it. That i am able to abuses hosted for it, is one thing but i do not expect a noob to be able do that.
Other than that, i like the idea about checking configurations. Paolone already did such a thing by allowing people to report their (supported) hardware. Since i have never heard of it again (good or bad), i can only assume that was a dead-end ?
btw: You can start a small linux distro and check the vendor/hardware ID's manually with the HCL. That should be able to provide enough hint on how you could approach the implementation of your idea.