A couple things here…
-Don’t waste your time trying to decide if you’re ready. Prepared (just enough) and willing are more important.
-The most likely scenario is that there won’t be one big break.
Having said that. You need to be ready for your big break.
It pays to have a great show before you get asked to play the big gig next week.
It pays to have already written lots of songs when your publisher finally gets you in the room with your hero.
It pays to know how to read analytics before your song gets on the big playlists.
It pays to know how to spend ten thousand dollars effectively when you get an influx of a hundred thousand dollars…and then a million.
If you hang around long enough and keep getting better and keep putting out good material, some unexpected great surprises are going to come your way.