Well Tobi had Rin, Minato and Kakashi, until Rin died he went insane and started the Moon Eye project pretty much f***ed up everyone's lives... Not to mention he killed Minato and Kushina, ruined Naruto's life, started the fourth great ninja war, tried to kill Naruto and was overall being an idiot, just because his crush died... *Facepalm* what were you thinking Obito???