Last few brews we've had some issues with a leak in our chiller around the hexagonal nut adjacent to the part where the red hose is attached. (and the leaks only happen once the chiller has a tap water running through it).
Yesterday we took apart the chiller and found the (white) o-ring for that thread/connect was in very bad shape (it was warped, with hardened bits, and also with fraying bits coming off it).
Without a replacement o-ring we had no option but to put it back together and hope we hadn't made the problem even worse. Once we started using the chiller, the leak was just the same as it had been in the past. We used a towel to stop the leaking water making its way over the edge of the lid and risk it getting back into the wort.
(We've contacted iMake about this, so I'm hoping they'll send a replacement o-ring and that'll fix that problem).
Also, yesterday we had another, separate issue. We started pumping the wort, via the chiller, into a fermenter. About 8L into the transfer the blue hose popped off the chiller and water went everywhere (thankfully mostly over the brewers and the floor. We convinced ourselved that none went back into the wort, but in reality it surely must have). We re-attached the blue hose, made sure the clamp was nice and tight, and continued the transfer with hopefully no serious harm done to the beer.
So check your hose clamps!