Sounds cool to me.

I like the ideas of challenges over a period of time-- now I almost wonder if it would be more valuable to rotate this per player or everyone starts with the same one (or a new set) at the same time frame for each (duration).

See Weekly Event Megathread this would be similar to that but the main reason I stopped doing those was because I ran out of ideas for challenges to use so any ideas would be helpful, challenges that don't require any other player to complete would be preferred. I would want this system to be more automated so that the plugin will pick a set of challenges for each week/month and everyone will compete to try and win the challenges for that timeframe. I was thinking weekly challenges would have 3-5 winners and monthly would have 5-10 each with their own set of rewards that will be different from the current daily rewards and probably much more incentivizing in general. This system could also be integrated into the high scores system or just displayed in game so that people would be able to see their position and the current top 10. This would also most likely come with a revamp to the daily challenges so that they actually reset every day along with other misc fixes and changes.

That sounds awesome the way I'm thinking of it. Are you saying that weekly/monthly challenges are not 0/x but more of a get as many as you can to win? Or would it be a 0/x but its whoever gets it done first thing? This sounds like a really cool thing that would incentivize people to do certain tasks. I think the former would be the best way to do it IMO. You could have challenges like "most kills" "most printed" "most planting". Hope you can implement it well. Good luck Doggy

The only problem I have with the server wide challenges is it would publicize income and earnings

I mean income and earnings are already public if you are in the top 25. 25 People is like half of the unique people that have logged in and actually played once.