Yes, the pump is fairly new, o-ring and lid of basket are in good shape, however I did clean and re-seat it. I also put teflon tape on the pump/piping connection and re-assembled it. The skimmer looks to be in good shape, however the tree roots go very near to where I would imagine the underground piping comes up from the main drain.

However as stated I am not losing water, and this type of leak doesn't really affect anything does it? I can't see how it would affect the chemicals or anything like that.