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Funny. Dare mode is a challenge mode. There's no progress to be made because you should be entering it with a full foreknowledge. You can't even access Dare Mode until you make a notable milestone to begin with.
The Dares are brutal. They're intended to be. I've not bothered and lost nothing by abstaining.
And that's the kind of approach more people should take. No one's making you play but yourself. Hate what you're doing, stop doing it.
Though I can see how it'd make it tedious to actually get to Room 46.
As opposed to my only actual attempt (after abandoning the technical first attempt because I was worried I was overwriting my main save), which ended day 1 because my first dare was basically 'draft every color of room' (it might have been 'just' 5 or 6 colors, which is practically the same thing.)
Since I didn't draft the aquarium, and it was Day 1, obviously I then failed that.