1. Hosting is hard, there's not as many people willing to put the time in to host well anymore.
2. The playerbase is much lower, people are leaving the site more than entering.
3. A lot of the people who used to play a ton have gotten older, out of high school/college, and don't have the time to play anymore.
4. People don't branch out to play multiple types of games anymore. It's always the survivor crew playing survivor, the challenge crew playing the RW/RR challenge, and nobody playing the original concepts except for rare occasions.
5. There's a rampant culture of "clique up, and win." I'm guilty of it myself, but towards the end of my run, you couldn't stray from your group of friends or you would get disowned from your original group as "untrustworthy" and you become a first boot over and over again.
6. Also a rampant culture of cheating and winning at all costs. I've had to change challenges and designs over the years since everyone will use any and all exploits to try to win even though there's no prize. Have you noticed most flash game challenges are all but gone from most games? What about any memory game? Etc.
I could go on and on, but I think the declining playerbase is the biggest blame, and that introduces a negative feedback loop of "less players to choose from, so I cast the same people over and over again, amplifying the problem.