If you follow the Stoic path and make arate your true goal, you give yourself the best chance for victory. But it matters less whether you win or not. If you give it your all and still fail you can leave the arena with pride and dignity. The superficial loss will be nothing compared to the real victory which is becoming the best version of yourself.

This has to do with concept of planning but then you made emphasis on the fact that even when a person plans to win there is still a possibility of losing and that shouldn't make the person feel depressed because while planning to win, you should also plan to lose because nothing is ever certain.

Thanks for sharing.