You’re right, it’s hard to just jump in and win. But you should look at each loss as a way to improve.
I’ve participated in all of Deca’s spriting contests so far but haven’t won a single one, but I keep trying anyway. And after each one I make sure to take a good look at the winners’ entries and compare it to my own to see what to improve on. The discord server contest where my Shiba sprite got into the game was recent; only after a few years of trying did I finally get something through. I didn’t get it first try, I don’t think anyone really does if you look closely. It takes a journey of self development as an artist to get there.
I advise asking for feedback from others on your work, as getting critique is the best way to improve. Either on #creative on the discord or you can ask other artists or me.
You’ll get there if you keep trying and improving, I’m sure of it~!