Ask HN: How do I land a good remote developer job?

I consider myself an average to good web developer with a couple of year's experience behind me in variety of languages/frameworks. I am in process to find an unconventional route to working(geared towards becoming a digital nomad to certain extent). I have come across some opportunities but do not feel confident to apply for those positions despite them being similar to my current work profile. How do I get my knowledge and confidence to a level that I can easily get such a position? More importantly, how do I find such opportunities that also pay well and have reasonable amount of freedom?