I'd like to see a "World History" page where one can see, in one place, a grid with a row for each year listing the World Series participants (teams and owner), and the various award winners.
Also, a "Current Owners" page which would list all 32 owners, their team in the world, number of seasons the owner has been with that team in the world, the W/L record for the owners (world and overall), and the number of WS titles for each owner (world and overall). This could give you a quick overview of longevity and stability of world owners, which could be a reflection of the world itself.
I really like these, especially the first. I'd like to expand on tec's idea with a season-by-season "almanac," especially now that some worlds are 20+ seasons into their history. I envision this as something like a tab off the World Office header, with each season's pennant winners, award winners and leaders in major statistical categories (AVG, HR, RBI , SB, Wins, SO, ERA, Saves) listed. This would make something genuinely interesting and helpful.
I'd like to see an overall focus on preserving/organizing world histories before we go monkeying with the game engine just yet.