Hi!
It's great to encourage yourself to do stuff, so I like (the idea of) this game. That being said, you should not make players lose levels. As someone who has been through depression I can attest that feeling you've failed (even if it's just a silly game) can be a vicious cycle. It's a better message to tell players they can try for that level again tomorrow, or the day after- it doesn't have to be a race, unless they want it to be (this needs to be something you opt into, not out of, if that makes sense.)
Anyway, this is just my 2 cents, and I'd like to wish everyone playing to become grand-masters!
P.S. Taking your medicine is an everyday thing, best not reserve it for the will of the dice.