Thank you. Unfortunately, I'm unable to post a picture. (For some reason you need the http:// text?)
The meter will be located to the side of the CT Cabinet. The Disconnect will be located to the other side of the CT Cabinet. On the other side of the wall where all the service equipment is located are the restrooms. The ceiling is 9 feet high in the restrooms so that means its better if we run conduit above the ceiling. This makes me want to come straight out from the top of the outdoor service disconnect with 4-inch conduit. I have always heard and understood that it's not the best practice to knock out a hole in a 3r piece of equipment in the top section, because water will get in eventually. Is this true? What's the best method to use the top section of the 3r disconnect? Or am I even allowed to do this, because some 3r equipment's say it voids their weatherproofing.
You have to look at the instructions as some 3R equipment has a prohibition on top entry, and others permit it using a specified entry method. If neither of those apply, the only thing that is code legal with a PVC raceway would be the sealing ring designed to be used with the male adapter.
It is a best practice to never enter the top of any enclosure in a wet location, but sometimes you don't have a choice.
I think I would look at a wireway run vertical next to the disconnect, connecting the wireway to the disconnect below any energized parts. Run that up to the desired elevation and come out of the wireway through the wall.
If you do run conduit note that it is not likely a standard LB will be suitable for the size and number of wires you will be installing.