One possible reason could be for disguise. Maybe he is on a secret mission and doesn't want to be recognized easily. In the Naruto world, there are many dangerous foes, and wearing a face mask can help him blend in or hide his identity from those who might be targeting him.
Perhaps he's trying to protect himself from some kind of danger. There could be an enemy who is looking for him and by covering his face, he can avoid being detected easily. It could also be a part of a new jutsu or power he has discovered where covering his face is necessary for its activation or control.
One possible reason could be that he is on a secret mission and doesn't want to be recognized. He might be infiltrating an enemy organization or spying on someone. Another reason could be that he has some new power or mark on his face that he wants to keep hidden until he fully understands or masters it.
Often, Naruto himself is one of the main characters facing these monsters. His determination and powerful jutsu make him a natural choice to take on such threats.
He might face challenges like finding the right place to plant the tree. Konoha has a lot of regulations about what can be planted where. Also, he needs to make sure the tree gets enough water and sunlight. If it's a magical tree, he may not know exactly what it needs to grow well.
Sasuke could be one of the people who help him. Despite their past differences, they have a deep bond. Sasuke has his own skills and knowledge that could be useful in Naruto's situation, like his Sharingan abilities which could help in detecting enemies while Naruto is hiding his face.
One challenge could be the lack of stealth in his initial attempts. Naruto is used to being more in - your - face as a ninja. As a sniper, he needs to be more covert.
One challenge could be controlling the power of the Juubi. It's an incredibly powerful and chaotic force. Naruto would have to struggle to keep it in check so that it doesn't overwhelm him and cause him to lose control. If he loses control, he could end up harming his friends and allies instead of protecting them.
One challenge could be dealing with competitors. If his company is in a competitive field like ninja training, there might be other established companies or individuals who see him as a threat and try to undermine his business.
One challenge could be the cultural shock. Naruto is used to the ways of the ninja villages, and New York has a very different culture. Another challenge might be the language barrier. He would need to communicate with people in New York, and English might not be his strong suit. Also, the different fighting styles in New York compared to his ninja skills could pose a problem.