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Early in the history of Numenor, Elros's son Vardamir not only gathers much lore himself, but also assembles an early circle of loremasters around him. One of these is Tegilbor, who reflects about lore, Elvish and otherwise.

While hunting, Amlach and Maedhros are pulled from their excursion by a surprise messenger, who asks them to take on a task great than either of them realize. They should have realized that finding traitors is no small task.

“You come all the way to Belegost to see the Lord of Himring?”
“Yes,” says Amlach.
“I hope you’re not here to impart a message of doom upon him—a memorandum that one of his brothers has died, a notice that the Dark One has broken the Siege, something like that.”

Amlach seems to be the only one of the early Edain who is explicitly said to have entered the service of Maedhros, so he may have been the first of Men to do so and he may have gone to Himring alone. This story imagines the feelings of an Adan who originally opposed the Eldar and now finds himself spending his life among them, all on his own.
It also tries to answer the question why he picked Maedhros specifically as his prospective leader and whether Maedhros fulfilled his expectations.
I decided it might just about fit the Follow the Leader challenge.