Had a pool for years and never had this much problem getting everything ready for the season. I believe I have a leak between the skimmer and the pump. There is just one underground(under concrete) line but the funny this is I only lose water while the pump is off. Also the system is sucking air somewhere and i cant find any where in the above ground plumbing, There are no drips or leaks or any thing of that nature.
I also have a new issue that i believe may be a clog in the line. When i try to vacuum, within a couple of feet if starting its as if the vacuum line becomes clogged. The pump immediately fills with air losing the prime (Happens every time on either filter and waste). There is a lot of sand in the pool right now that I've been trying to vacuum out and i'm unsure of the effects of all that sand on the pump.
So right now i may have a leak and I may have clog but i definitely have a sandy pool that i can't vacuum. Any hints or suggestion would be much appreciated as pool season rapidly approaches!