Can't answer you except with an analogy to my job, Pilot.
You have flights where you face weather challenges you have flights where you don't. A healthy respect for the weather keeps you alive, not fear of it. You learn by doing, don't take off (or set sail) praying for a clear route, take-off knowing that you are ready to handle what may come at you. Plan for the best weather window and go but always be ready for the worst, notice I said ready, not scared when you are scared you make mistakes, when you are ready you make decisions.
Hope this helps!
Blue skies and (light) tailwinds!
1988 Seaward Fox
no name yet (it's in pieces!)
Coconut Grove, Florida