Quoted from NM:
You'll definitely want a DMD game for your first pin (because the self-diagnostics can help point you in the right direction sometimes).
I would have to say yes and no on this. If you jump right into the new technology you lose the base on how Pins work. IMHO.
Obviously you can get what you want but usually you can also get an older SS alot cheaper than a newer DMD Pin. My two cents anyway.