corrugated pipe is crap. It's a magnet for debris, as you've found, can't easily be snaked because it's too easy to penetrate the sidewalls, and because it's so flexible it tends to "belly" - create low spots that fill with sediment and water.

as for where these pipes "usually" lead to? Sometimes a dry well, sometimes they exit to daylight, and sometimes stupid people dead end them because they got tired of digging. No way to know without digging.

thank you for responding. Yes it looks like it is raised in some areas and lower in others which isn't good for unidirectional water flow I'm sure.

I'm digging and digging. I think it may end up going below a neighbors yard as I'm getting pretty close to the fence.

It's slow going as there are so many rocks mixed in with dirt. I think I'm going to have to dig it up well and get some crushed rock and do it properly. It looks like whoever did it, wasn't too picky about their work.

I'm wondering though, with the Y connector, should it be sealed. With the corrugated pipe just pushed into the Y connector with no seal it just points to obviously leaking at that juncture.

I'm not sure what other type of pipe to use as it is going around the walkway of a kidney shaped pool so I guess it should be flexible to work with it best.

I really hope that I can fix it as I don't want the pool hole to fill up with water and turn into quicksand after I fill it with dirt. Lots of work to do...