IMO the dude needs to pay up. If Grok can't automatically judge the contest on his own, he needs to figure out a way to manually feed Grok the threads as a prompt and get it to give each one a score.

The way the rules were written, the only stipulation was the Grok would judge, but it didn't say that Grok would have to be able to do it autonomously as a condition for the prize to be paid out.