Niiiice, love that splash of red on the rims too.
We're doing the same transition, I've only ridden SS rigids since 2006 as well and have been on my Remedy since November. The most difficult transition for me was riding all the same trails with a much higher center of gravity than on my Cannondale Chase. I constantly felt like I was going OTB. You'll end up praying to your dropper post like it's a god. Reckon you should go 1/10 on the drive train as well. I haven't found a hill I can't get up whilst running 34/11-36, and I ride hills most others push up. I think doing so many years on SS places you well for not needing a granny ring. As for the large ring, I haven't ridden anything greater than Stromlo yet but i sure as hell didn't need gearing greater than 34/11 and wasn't even close to spinning out with that.
Not sure if that's a clutch mech you have but if so, get a N/W (No Skidmarks sells good kit cheap) to go with it and you can drop two rings and the front derailleur and selector. Drops a decent amount of weight and frees up the cockpit of a bit more clutter. Dropping the rings/gears and going tubeless allowed me around half a kilo, I reckon.