r/drains

So I have a question in regards to a 4 inch cast-iron drainage pipe that used to discharge into the parking lot that was paved over. It is a 4 inch rainwater discharge pipe that comes from a second story flat roof of a 1940s building and my issue is is the customer does not want a grate trench dug she wants something simple that will just allow the water to pass as it did beforehand, but they destroyed and ran over the old PVC so I’m going to cut it back to the cast-iron and go from there. Any suggestions the driveway is already pitched and the water would drain fine. I’m just not really sure if I should use a catch basin or if I should be doing something else that is simpler. I cannot do a through drain either because the driveway is over 300 feet. That hole is where I found the pipe now I want to move the drain a little farther out from the building.

Looking for recommendations. Area has always filled with a little water but ever since the built up the land next door for the apartments its a lot more and longer. I initially thought to do a French drain to the ditch but not sure that would work since all the tree and roots. Just to add, the tree line is the actual property line, not the fence.

I've just moved to this house. According to the surveys, the sewer does not lie this way. I've just discovered this under the undergrowth. What could it be?

Tried to get decent enough pictures in a nutshell across my driveway washes out horribly almost everytime it rains the town repaved the road handful of years ago and never put in any kind of curb or drain recently after some bad storms this one revealed itself. From what ive gathered its still connected to the system but its full of stone from washout I want to fix it but dont know what'd be the best way

I dont wanna just throw more stone down and it wash away theres no grates up the hill im aware of and the next one is past this about 50 yards or so. It's gotten to the point even my truck scrapes unless im moving very slow i am a very handy person working in the trades but want a more professional idea on fixing it before I just throw money at it