Every time I go sailing the wind is against me. Once I decided to sail the other way because that was the way the wind was blowing.

The wind promptly changed direction to be against me again.

My friend gets on the rudder and it blows favorably for days.

I believe with the utmost certainty that the game and its wind system were deliberately created to troll me specifically, and some of the code may have bled into OP's game.