I do like the new Port, en excellent upgrade! (I like the old one as well.) At that price point though, if you are not set on a chrono, I think maybe the 7-days Port is more interesting from IWC?
The RO Chrono looks amazing, and there are many dial variations that press all my buttons. Certainly way classier that any ROO. I was going to get one at one point, but on my hand the chrono was even more uncomfortable than the RO (15300, which I owned for a short while and sold). The clasp and the otherwise amazing bracelet just isn't for me.
Comfort is very important to me, not only looks. The Daytona is just a cats tail around my wrist, only beaten by my Nautilus.
Also, everybody knows the Panda dial is the one to get