#2 made me immediately think of Meriadoc the Magnificent, but you've already got him.
Then I started thinking of ponies, wondering if one of the Hobbits' original five had a name that fit. I don't see one, but I did rediscover the fact that Sam picks up old faithful Bill at Bree on the way home, and actually rides him to the Grey Havens and back.
Which means that Bill the Pony is the fourth-to-last character in
The Lord of the Rings, which is kind of charming.
(But doesn't answer the password, probably.)
hS