some transmission cooler kits I have installed over the years have come with a pretty nice edging material for around holes like this where a line needs to go through. it is plastic edging and can bend pretty tight, maybe not as tight as a 90 degree bend though. it is U shaped and made for the purpose. maybe a trans shop could help you out with some of that stuff if the door seal idea doesn't work like you want it to. or possibly some edge welting used in upholstery shops, like this stuff
https://uk.rs-online.com/web/p/door-...trips/6191714/
or this
https://quartermax.com/shop-all-depa...-strip-edging/
or this
https://www.amazon.com/Rubber-Moldin.../dp/B01M9HH4UW
maybe you can source some cheap used stuff at a wrecker. door edge trim may also work but has less of a gripping surface, depth, so it may come off easier.
nice work, again.