I haven't watched the results show yet but my interpretation of Kyle saying an announcement at the concert wouldn't count is that if the date was only announced at the concert and not shown during the press conference it would not count for the bet. Not that an announcement during the concert nullifies an announcement during the press conference.
Sure, but that's not what he said. It's the same type of logic that most people feel like an announcement can only made once while other people say that it's technically not true, most people feel like this is what was meant.
For me, something can only be announced once (and I believe it was implied that Kyle thought the same thing), which made the bet not true because it was announced at something that specifically was stated wouldn't count. If you go with the fact that something can be announced more than once, you should also literally use Kyle saying that the bet wouldn't count if it was shown at the concert.
The same type of wordfuckery was also used by Kyle to not stream ALttP after he lost his bet a couple of years ago, so there is no reason for it not being count like this. He for sure stated that it the whole bet wouldn't count if it was announced at the concert, it doesn't matter if he meant it like that or not.
There just is a big problem if the judge and the executioner are the same person and that person also has a horse in the race.
Edit:
And again, I do think the correct actual bet probably won. It's just the way it was done I'm not ok with because of Kyle's answer to Damiani and because of the "dreamers" explanation, which makes my blood boil as it means anything can win at any moment even if it didn't happen. Something like that makes it impossible to bet again as it makes it possible for them to change every outcome on a whim. It took a lot of fun out of the betting special for me to be honest.
I just absolutely can't stand liars (never could), they piss me of too much (and it's probably the main reason why I got so upset about it when I saw the video). It makes me not want to believe anything anymore when Kyle speaks.
I still enjoyed watching it, but I didn't really care for the outcome any more. I also don't like the monologues stakes, but I know I'm in the minority for that, so I'm fine with them. I usually don't like their stakes to much anyway (as they usually make me feel uncomfortable). Not sure yet if I'm going to watch next week.