User blog comment:Sonoris/When dailies strike back/@comment-24480866-20140210081447

I'm similarly vexed by my sleep regulation dailies. My friend had a good suggestion, though: re-adjust my "Wake up on time" daily to target the absolute earliest time I can consistently wake up, even if its several hours after my true target time. Then, if I can get that to blue, re-adjust it to be half an hour earlier; then if I can keep it blue a week or so, re-adjust again, etc. Punishing myself every day wasn't helping, but starting small with the intention of incrementally making it harder is.

Or, as others have said, make it a habit. It's easier to get Perfect Days that way, too!