James

I believe you wanted to say jade plant in title? - you can edit & correct spelling but only for a short while...

Is that water that drained from the pot? I wonder if the soil is hydrophobic - totally dry and can't absorb any water. You keep watering, but roots are not getting any moisture.

It may be best to the plant out of the pot, get rid of all old soil and repot into better mix. At the same time, see if there are any roots, and if they are healthy or damaged or dry or rotted...

The plant could benefit from pruning too, but I believe repotting is more important right now. It may be over or underwatered...

Either rot or the soil you're using is far too organic, causing it to be hydrophobic and water isn't getting to the roots. You said you watered it but how much? Too much combined with poor quality soil is a recipe for disaster. Get it out the pot and check the roots and stem. Make sure the soil it's in is at the very least 1/2 inorganic (decomposed granite,pumice,perlite ect) if it is rot use a sterile and very sharp blade and cut in segments up the stem until you hit healthy tissue. Once you do that, let it heal over about a week and pot it up and don't water it until there is new growth showing that roots have grown.

Ill check that out soon. It's been in that soil a few years now.

I was always told peat tends to become hydrophobic once dried out. When I say inorganic I mean substances that don't decompose like grit. Being peat is organic (organic,adj: of, relating to, or obtained from living things) i was referring to amendments such as peat.

Explaining it like that make sense...but word organic could mean anything - compost, manure, bark - and these hold on to moisture rather than become hydrophobic the way peat does. Sorry, but it wasn't clear to me what you meant & thank you for explaining.