When new features are added, what about a choice to randomly pick maps in the most popular settings, barring Speed (and, of course, private/tournament)?
It might be a programming nightmare to pick the most popular settings at any one time, but you could just do a "most popular as of x time" choice. That is, you would have to figure out what settings (everything, from # of players, etc.) are most popular and then have those choices randomized. In some cases, a map might show up more than once, though I think every map should show up at least once.
Perhaps the person could designate Freestyle/Sequential (mostly because it makes a difference in start time) .. or perhaps not?