User blog comment:B214/Volume 23 discussion blog/@comment-175.136.214.240-20171016073623/@comment-10330822-20171016151214

To be honest, leadership can be innate, its not something that you need "x" amount of years or experiences and failures to be a good at. Issei showed some great potential during the Kyoto arc, so I really don't think he needs to have hard experience after hard experience to get better.

Besides, the author's idea of Issei failing initiatally should be so Issei learns from his weaknesses, but if this doesn't happen, then there's no point.