I'm currently flying a later SN 2000 with winglets. I had flown another early SN w/o the winglets and to be honest, I don't see a big difference.
I used to do Europe from the NE through Gander and the furthest East I went from Gander was Frankfurt with the weather being good.

I've not been able to make it from the east to west coast in the winter. It won't make Hawaii w/o a wet footprint.
The cabin is great, not a big difference from the 900 in that regard. The most you'll wanna have in the back is 6 folks, otherwise it gets a bit uncomfy for the others and the bathroom wait could be awhile.....
As John Lennon, said once the A/I goes on, it's a piggie.
The CFE engines are great, except the ability to maintain, is/will be getting harder....what else ya need?