I stopped around vol 9 mid story because I was getting sick and tired of the pacing so sadly I don't know when the story gets better (I know it finally ended, good riddance)
I'll personally say this as someone who read up until Vol 8 of the LN
The manga ended, end of story. There is no more continuation and if there is, it is just a Spinoff story, PERIOD!
"I will help you lose!"
Wins
"Surprised Pikachu face.exe"
100% sure that is what gonna happen if not some event that will trigger our boy to actually want to win instead.
If it was me, I would place a dummy which looked like glasses girl with an anvil on top ready to drop unto our poor MC when he gets close because "HE IS STUPID ENOUGH" to fall for such obvious trap