Making low voltage prettier/weatherproof?

I’ve got a big hole in my exterior wall where several coax and (old) phone cables punch through. It’s just… there in the stucco. All of my low voltage wires are just hanging out on the outside wall too and I’d like to clean it up/weatherproof everything a bit.

I will eventually be running ethernet through the wall there as well (the hole’s already there so why not) so I didn’t just want to seal it up with caulk and walk away. So I have a couple of questions:

• Would putting a LB connector or exterior box over the hole in my wall and then running some PVC conduit back to the cable company box be against any kind of national code?
• If I use an LB can I mount it sideways as long as I’m caulking behind it and using watertight conduit?
• Do conduit straps/surface-mount box screws have to penetrate the wall to a stud or can they just go into the stucco?
• I’ve got one coax run (exiting the cable company box midway on left side) running up to the second floor, pretty close to the electrical weatherhead. Is there a keep out zone I should be aware of if I wanted to put that cable in conduit as well?