The 765kV transmission line will be maintained by live-line works for efficient operation. In order to maintain the 765kV transmission lines safely by live-line works, lineman has to know switching impulse flashover characteristics of the jumper V-strings with damaged insulators in advance. In order to know the flashover characteristics this paper carried out experimental flashover mockup tests for jumper V-string with damaged insulators in the outdoors. And it suggests flashover characteristics of the 765kV jumper V-strings also. The results will be used in estimating the safety of live working for 765kV transmission lines.