From my experience, winning and losing initiative wars it's fine, if I'm losing against someone who is a level or two higher than me. Problem is, whenever I am in the arena and I ask someone what level they are(when they have higher initiative than me) I got responses like: 90,87,84,83 when I was bellow level 80. I will always lose an initiative war against them, they get initiative though leveling alone, let alone how old their server is and how much time they had to get those refines. If me, a jonin who's 77 right now gets matched with another jonin who is level 90 I will lose only because they had more initiative than me. If I get matched with a kage or super kage I am just wasting my time, I will lose in 99% of the cases. I don't get angry for losing an initiative war, I get angry because I lose a war which I didn't have a chance to win in the first place.