As the leader of Akatsuki in the fanfiction, Naruto would face multiple challenges. He'd have to deal with the Akatsuki's existing infrastructure and operations that were mainly designed for their old, more sinister goals. Convincing the members to abandon their previous ways of obtaining power through collecting tailed beasts would be difficult. Moreover, the outside world would be hostile towards Akatsuki, and Naruto would have to work hard to prove that Akatsuki under his leadership is a different entity. He'd also need to manage the diverse personalities and abilities of the Akatsuki members, some of whom might be resistant to his positive and altruistic leadership approach.
Naruto would face a great deal of challenges. Firstly, the Akatsuki members are used to a certain way of doing things. Changing their mindset would be tough. Secondly, the other ninja villages would be very suspicious of Naruto leading Akatsuki. They might see it as a threat rather than a positive change. Also, Naruto would have to deal with the internal power struggles that might arise within Akatsuki as some members might not be happy with his leadership style which is more about friendship and peace compared to the previous leadership.
One big challenge would be winning over the trust of the existing Akatsuki members. They have been following a very different ideology, and Naruto's more positive and peace - loving approach would be quite different for them. Also, the ninja world would be very suspicious of Naruto leading such a feared group. He'd have to prove that his leadership is going to change the Akatsuki for the better.
One major challenge would be changing the Akatsuki's reputation. They're known as a group of villains, and Naruto would have to work hard to make them seem more like a force for good. Another challenge would be dealing with the internal power struggles among the members. Some might not be happy with Naruto's leadership style. Also, he'd have to face the opposition from the Hidden Villages who would be very suspicious of his new role.
One major challenge would be trust. In the underworld, everyone is out for themselves. Naruto, with his trusting nature, would find it hard to know who to rely on. Another challenge would be maintaining his moral compass. The underworld is full of immoral activities, and he'd have to find a way to not get completely corrupted. Also, he'd face constant threats from rival underworld groups who would see him as a threat to their power.
He might face challenges like maintaining order among the chaotic and often unruly denizens of hell. There could be powerful demons who don't want to follow his leadership, and he has to use his skills and wits to subdue them.
Naruto would face the challenge of resources. Orochimaru had his own ways of obtaining resources, some of which were unethical. Naruto would need to find legitimate ways to sustain Oto, whether it's through trade, alliances, or new forms of income generation. He also has to deal with potential threats from other ninja villages. They might see Naruto's leadership of Oto as a threat or an unknown variable and could take preemptive actions against Oto.
One challenge could be getting the Saints to adapt to his unorthodox methods. Since he comes from a different world with different fighting styles, the Saints might find it hard to follow his lead at first.
Naruto might face challenges from some of the more traditional teachers at the academy. They could be skeptical of his unorthodox methods and think he's not teaching the students the 'right' way. Also, there might be some students who are difficult to handle, like those from powerful clans who think they're above his teachings.
One of the challenges could be uniting the people of Whirlpool. They may have different ideas and loyalties. Fem Naruto would need to gain their trust and respect. Additionally, resources could be scarce, and she has to figure out how to manage and allocate them effectively to build a strong Whirlpool.
If Naruto becomes the leader of Akatsuki in fanfiction, he might try to change the Akatsuki's goals. Instead of causing chaos and destruction, he could lead them towards a more positive path, like using their power to protect the villages rather than attacking them.
If Naruto became the leader of the Akatsuki in fanfiction, it would completely change the dynamics of the organization. He might try to reform it from the inside. Instead of the Akatsuki's original goals of chaos and destruction, Naruto could steer them towards more positive ends, like using their power to protect the weak or broker peace between the ninja villages.