Jiraiya is a complex and contradictory personality, combining lightness and depth, frivolity and wisdom.
At first glance he appears to be a cheerful, jocular and frivolous person who never misses an opportunity to peek at bathing girls, often gets into awkward situations due to his escapades in brothels and loves to tease those around him. This mask of a carefree rogue, which he wears with pleasure, serves him as protection from the heaviness of experienced losses and responsibility resting on his shoulders.
However, behind this external simplicity hides an exceptionally wise and perceptive person. Jiraiya is a thinker and philosopher, which is reflected in his books, especially in the series "Tale of the Gutsy Ninja". He deeply reflects on the nature of the world, fate, peace and war. His travels around the world have endowed him with a unique understanding of different cultures and peoples, making him one of the few shinobi with a truly global outlook.
As a mentor, Jiraiya shows himself at his best. He sincerely cares about his students — he treats Naruto as his own grandson, passing on not only techniques but also life philosophy. His teaching always combines strictness with care, he knows how to find an approach to each one, seeing potential where others see only shortcomings. At the same time he suffers from guilt towards his past students — he experiences the "fall" of Orochimaru and the tragedy of Nagato as his own failures.
In critical moments the frivolous mask falls away, revealing the determination and composure of a true legendary shinobi. He is capable of making difficult decisions for the greater good, without hesitating to risk his own life. His courage is combined with pragmatism — he understands that some sacrifices are inevitable.
In the depths of his soul Jiraiya is a romantic, believing in the prophecy of the "Child of Prophecy" who will change the world. This faith gives him strength to continue his path despite disappointments and losses. He is prone to self-criticism and periodically considers himself a failure, which, however, does not prevent him from again and again rising to defend the world and those he loves.