Board Thread:Naruto Discussions/@comment-25516007-20141008201906/@comment-26302001-20141009163606

Jiraiya has been a sage since he was a teenager, him and Oro were adults when he lost to Oro in an all out fight trying to prevent Oro from leaving Konoha. Jiraiya was definitely beaten one on one by Orochimaru. Itachi beat Orochimaru, Twice. Once when he was 13 and again when he was 21, right before his disease killed him.