I know, custom supporting sounds easy sometimes but it isn't easy all the time
I deleted most of my customs supports, too and build it new.
What could be helpful is that you start up with alll the inversions, because they have an difficulty part to support and looks good in the end.
After supporting all your Inversions, i think it's a little bit easier to build the other ones.
I dont build the pathes first, i build/create all my pathways after i'm finished the supporting so i have more options how the pathway could be and i dont change any support that i've made before.
All in all, good looking Custom Supports have an variablilty in difficulty.
If you build on an Flatland or basic layout its easy. But if you have hills, rivers and other terraforming around the track and/or the layout interacts with some scenary its the opposite of easy going
BtW, sometimes you can't use the CSO B&M Connectors, because some parts are not created.
Your "inclined loop" i think has no B&M connectors to work proberly.
I dont know if there is an v 2.0 from this set out there with all the missing parts.
Hint: safe often your park after building an support part
I forget this sometimes and i invest alot of time again to recreate the supports that ive already build before.
Anyway, i believe that in the end your supports looking good
Lg Cheleste