Funny this thread would pop up after me just starting my Hero Mode file today, but I don't think they overdid the Imprisoned. It actually reminded me a lot of how you'd have to return to the same temple in Phantom Hourglass over and over, but on a much smaller scale. Skyward Sword is my favorite Zelda but this was probably my least favorite part about the game - though it wasn't necessarily bad. It's been a while since I played it but I do remember him getting more difficult each time you fought him. I am kind of nervous about Hero Mode because man, I can see it being actually really tough. I am getting really big Souls vibes from Skyward Sword on Hero Mode - I can imagine The Imprisoned will hit hard and be more worthwhile in this mode.