Well, Harry might outsmart Dumbledore by using his unique understanding of the magical world in ways Dumbledore doesn't expect. For example, Harry has a more direct experience with some dark magic items due to his encounters with Voldemort. He could use this knowledge to make decisions that seem counter - intuitive to Dumbledore but are actually more effective in a particular situation.
He might give Harry detention. Harry could be made to clean the trophies in the trophy room or help Hagrid with some difficult tasks in the Forbidden Forest under strict supervision.
One possible reason could be that Harry breaks school rules in the fanfiction. For example, if he ventures into the Forbidden Forest without permission. Dumbledore is strict about the safety of students and such disobedience might lead to punishment.
For Harry, his friends like Ron and Hermione are likely to be his allies. They've always been by his side through thick and thin in the original series, so it's natural for them to support Harry in a confrontation with Dumbledore. Neville could also be an ally, given his growth and courage shown in the books.
Well, it might be a fanfic where a new dark wizard emerges with a unique power to manipulate memories, and they target Dumbledore's memories of Harry Potter. Or it could be a story where Dumbledore gets caught in a complex web of magical experiments gone awry, leading to this memory loss.
In my opinion, Dumbledore would underestimate Harry Potter fanfiction. Fanfiction is a realm where fans take the original story and run with it in all kinds of directions. There are fanfictions that change the personalities of characters, create new storylines that deviate greatly from the original. Dumbledore, who is bound by the original narrative and his role in it, may not understand the significance of this new wave of creativity that fanfiction represents. He may see it as a distortion of the world he knows rather than a celebration and expansion of it.
One key event could be a situation where Harry discovers a hidden magical ability that Dumbledore was unaware of. This new - found ability allows Harry to approach a problem in a different way and outwit Dumbledore. For example, if Harry discovers a way to communicate with magical creatures in a more profound way than Dumbledore ever thought possible.
It might make Harry more confident. With Dumbledore's training, Harry gains more knowledge and skills, which gives him the confidence to face challenges.
Well, obviously Harry Potter. He's the main protagonist in the original series and in the bashing fanfictions, he might be the one to finally see through Dumbledore's facade. Ron Weasley could also be popular. He's Harry's best friend, and in these stories, he might support Harry in his doubts about Dumbledore. And then there's Voldemort. Some fanfictions might use Voldemort as a tool to show how Dumbledore's actions or inactions affected the battle against him. For example, if Dumbledore was so secretive, it could have made it easier for Voldemort to gain power.
The Weasley family as a whole might also support Harry. They have always treated Harry like one of their own. Arthur Weasley, being an open - minded wizard, might understand Harry's perspective. Ginny, who is very close to Harry, would surely be on his side as well. They would see Harry as more than just a student defying a headmaster, but as someone fighting for what he believes is right.