It would be pretty neat to have a calender generator on my fun pages. I.E., it takes a random list (like the Bingo generator), but instead of telling it the dimensions of a bingo card, you tell it a month and year, and it'll generate a calendar of prompts for you.
Advanced options would include turning off certain days (so, setting Sundays to have no prompts, for example), or turning certain days to certain prompts (so, setting Fridays to "wild card" days, or something). Probably not granular "I want the 15th to be this topic, and the 18th to be this topic, and take off the 12th", because at that point you're... not doing random generation any more.
It'd also be really nice to tie the random sets generator into it, like I did with the bingo generator: you can load response sets into it, and get cards like this one. So, you could set up something to generate random sets of a person, in a place, with a problem, and assign each of those to a day. Etc.