You can pressure test just by folding the outlet hose in half, wrap a bit of tape around it or a clamp of some sort and you will be able to test with the full pump pressure.
It is very unlikely that there is a leak in the pipe that only happens occasionally
It will almost certainly be leaking around where the hoses join the copper and trickling down the copper and into the kettle. get some decent hose clamps on there, those screw jobs can be very erratic.
If you can bend the top 90o bends down a bit further any leakage will run down the hose away from the kettle rather than into it, from the pick it looks like you have plenty of excess copper pipe, to avoid kinking the copper pipe, if you know a plumber they will have benders, or you can get a bending spring for annealed copper from any hardware store (not very expensive), just make sure the pipe is annealed.
Mark