User blog comment:TrueHeavenlyDragonGod/Issei's belongings/@comment-99.28.128.211-20140302110708/@comment-1392308-20140303042034

You're right, he has absolutely no self control. Remember when he screwed Akeno that time when she came to him in tears?

Usually the only person he depends on is Draig when in a pinch. He has proven many times that he is capable of handling himself. Even when he was unable to use his Sacred Gear in Volume 14 he was able to push back the Magicians. He defeated Raynare on his own, Raiser on his own, Diodora on his own, Sairaorg on his own, and even Cao Cao. By the way, nothing is wrong with team work, protagonists in many shonen series rely on team work to an extent.

Did you even read Volume 10? I'm sure it got nailed pretty hard into his head that he has a harem.

Issie is acknowledging his weaknesses and seeking ways to overcome them. He knows he isn't a terrific strategist and wishes to have someone else fill the role similar to how Rias relies on him for his power.