personal experience: you won't ever stop making silly mistakes, but if you improve your overall skill the level of these silly mistakes will rise too, allowing you to safely FC anything below thatListen to this guy.
My advice is not to retry the map at all.Partially listen to this guy. Play the entire map around 5 times or so to get a feel for it, be aware of any possible parts you have difficulty with and determine whether you are capable of FCing it or not, and then just retry whenever you make a mistake that's below your skill level (i.e., if you can stream 200bpm, retrying because you didn't nail a 250bpm stream with all 300s is silly, but retrying because you didn't nail a 190bpm stream isn't) or else you will get tired of the map very quickly and give up, even though you might've FCd it otherwise.
Play to the end, this will stop you from missing on the stupid parts.
This is all based on my own experience, of course.