Having Ray Gillette would bring in an awesome story idea
Ray was sent in to investigate Chris's ability to send people from another dimension to compete
And Sterling and Lana watch while hiding

First, this is clearly improving over the last few chapters, and it's nice to see Amy get what she deserved. For the other stuff, I say continue the Ridonculous Race story (I actually like it more than this one), since you're almost done with the cast and at that point you may as well go for it.

For season two, I'm going with a character that's a little unorthodox. Jay Sherman, from the late-90s cartoon "The Critic". He would be there due to a paperwork mixup-Jay would have been assigned to review the show but get signed on as a contestant instead. Yes, this is out there, but so is including a Care Bear (speaking of which, WHY) so I don't think it should be a problem.

You should continue on the Ridonculous Race you got so much potential to work at

Update the race story

Since when did the Chris in your world have a switch allowing him to visit the multiverses of other fanfiction writers? I'm surprised MY Chris hasn't figured out how to do that.

Actually, that gives me an idea for a challenge you can do. With the permission of other authors, you can have Chris bring in some of the character from their stories and involve them in a key-finding challenge where your own competitors have to each find a key to a treasure chest, and the ones guarding the keys are said characters from other stories. For example, say Ryuko finds Miu Iruma from NeverSafeFromWaluigi's stories. She can try to get the key the key from her.

Oh, by the way. See ya, Amy. We hardly knew ya! Always wanted to say that, I hated Amy.

I did not expect this episode to start with them launching garbage at me. HAHAHAHAHA. That's funny. It was nice to see Owen again. And I'm GLAD Amy is gone. You can't tell, but I'm dancing with joy. A nice episode, though. Interesting challenge, and lots of conflict. Looking forward to what's next.

For the love of God Samey, it's time to turn your back on your sister for good. She's never gonna care about you, so you have to become your own person. Also, poor Rolf.

Well, what should I say? Like the others I liked it, in fact I consider it better than the others. Not only have the situations evolved in an interesting way, but that almost all the characters have a space to remind us that they are there. That is, there are still abandoned characters, like Beastman, I completely forgot about him until he pronounced the only sentence he says at the end. And in addition there are some grammatical errors, for example in the elimination instead of Dawn you wrote Amy and you misspelled the name of Alastor. But apart from that, I really liked this chapter. You are good at writing fanfiction, there is only need to improve some things and we are fine. But otherwise yours will still remain a good fanfiction that I will look forward to the next chapter. That's all, good luck with everything and bye :)

Man, I'm gonna miss Rolf. Looks like Alastor is really shaping up to be something. He's crafty, I'll give him that. The Pokemon challenge was pretty interesting. And also...

WHAT THE HECK WAS LING LING DOING THERE?! AND SANJI LIKES FURRIES?! I'm dead after that. Lol.
All in all, I enjoyed this. Setting up conflicts and tension, an interesting challenge, and randomness ensues. The things II like in a story. Can't wait to see what happens next.

Oh Owen, how do I love thee? Anyway, filler may appear dumb sometimes, but I believe in making the audience laugh no matter what.

Have a sumo wrestling challenge

I never liked Lightning, but why do good people like Clemont have to get eliminated so early?

Pretty good so far, I like where this is going.

Also, I'd like to switch the Doug cameo request for Eliza Thornberry (from The Wild Thornberrys). After thinking about it, Eliza and her family being on one of the islands would make a LOT more sense than my idea for Doug.

As for the future crossover, I'll suggest these three pairs:
Cat and Dog (CatDog)
Doug and Skeeter (Doug)
Brian and Stewie (Family Guy)

My opinions on the newbies. Ugh. Why did it have to be Amy. I hope she doesn't last long. I never liked her. Lightning on the other hand...okay. I just hope he doesn't get too full of himself. Sanji, I hope can show off some of his cooking skills. Focus on chasing the money instead of chasing skirts, Sanji. Keep your urges under control. Bet he's glad there's no mosshead to get in the way though. I hope he doesn't get one of his deadly nosebleeds. Alastor might very well throw the whole game on it's head. Interesting to see he has a history with Stocking, and now a new alliance has formed. I liked the challenge, and it's a little sad to see Clemont go. Keep it up.

If you still need characters for cameos, I have a few ideas.
Inspector Gadget (Inspector Gadget): Gets caught up in one of the challenges on accident while on an assignment. May lead to Dr. Claw appearing in the side-story.
Ling-Ling (Drawn Together): See what I put for the challenge idea.
Doug Funnie (Doug): The cruise being used for the show encounters a boat that Doug's scout troop is on. Could lead to some of Doug's usual imagination sequences.

And for challenges, there could be a Pokemon-style challenge where each contestant gets a random Pokemon and they fight each other in battles. Ling-Ling makes a cameo when he ends up being used in the challenge after the interns getting Pokemon mistake him for one (he is a Pikachu parody after all).