The thing with a kicktail is that you will have to go with a generic enclosure or build your own as there aren’t any custom ones available for 38’'ish boards that I know off.
Space is limited and it will be hard to use pneumies with inward motor mounts, so gear drives can be a good option. Also, would be very surprised if you can fit a NESE in there…
Also, I don’t agree you don’t use the kicktail so much with a esk8. On the Lush Machine 3D it’s very easy to use it and I cannot imagine to use a board without a tail (unless I have feet bindings).