TF2 map water works when lighting is broken, and lighting works when water is broken?

[Boop]

I'm sure that question sounds insane, but it's true. I added water to my map but it didn't work because there was a leak, so I wrapped my map in a box of skybox texture (excluding the area my 3d skybox is in) I then wrapped my skybox in a no-draw box, because there is a teleport destination into the skybox that was also causing a leak.

The problem with that is that water works, but there is no light. There was light before I added the box, using a light_env, and env_sun. I also tried removing the light_env / env_sun and leaving one or the other, no luck.

There was also an env_sun in the 3d skybox, but removing it only cause the lighting in the skybox to change, but the actual map still dark.

When I remove the large skybox around my map, the lighting works again, but the water breaks. As well if I remove the nodraw around my skybox, or both.

I also tried putting the skybox into the large skybox-box around my map, which also did not work.

No matter what I try nothings working, someone help please?

-Side note, everytime the water worked, my map had no leaks, but the map was not receiving light. When I removed the boxes, the leaks came back, and the light worked, but no water.

[The Inquisitor]

I am not realy familier with TF2 but hammer should be hammer no matter what you are editing so a map wont run if there is a leak so how do you know if the lights worked (Side note), besides that I dont think solving a leak with a box around your map is the best way to solve the leak issue especialy a sky box, just find and fix the leak, if "water is broken" means a leak, some water requires a bottom and will create a leak. does the light ever work? like after you remove all lights or hide them will the defalt lighting come on? if that is the only time the lights work then do a select all/copy (the entire map) start a new map and paste the map in and rename it something else. this will only work if the only time you have light is if there are no lights in the map or they are hidden and the defalt lighting works. sorry I could not help you further, if I helped at all.

[Boop]

Fixed = Deleted the skybox / any brush with skybox, rebuilt it. Fixed.

[Snoopy]

Side note...
Your map should contain 1 each: env_sun, light_env & shadow_control and all three should have their pitch and yaw angles set the same. The map should not contain more than 1 of each of these as they all apply to the entire map, multiple instances of any of these three can cause problems.
The skybox should not be a hollowed out box, it should be made of individual walls. Keep the 3d skybox outside of your main skybox but wrap it separately if you need to seal leaks in it for your tele destination.
I believe the above is correct and would have solved the issues you were having.