How to set yourself up for winning in the 20-day skill-learning challenge?

OK, confession time: I have never inspired a challenge, and I am not exceptionally good at doing anything like this, but…

But with the limited knowledge and experience I have, let me share with you some of the ideas of winning, and some of the reasons for failing I know will come up:
1. it is your life. It is your 20 days. You start when you are ready to start. And don’t forget: you do it for yourself!
How do you know you are ready?
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