@SuperbattleshipYamato
While I agree that there wasn’t much chance of Italy coming in with the central powers, the nations engaged in the war in 1914 could not be sure of that, and I think it would be interesting to try a game where the players are also unsure.
I like the die roll for the uncertainty it adds, but I’d be concerned to give something that could have such a big impact on the outcome of the game wholly to a die roll without first giving players an opportunity to exert some sort of influence on the outcome.
I wonder if it might be more fun to roll a die each round to see if Italy enters. If they do, the side they choose could be determined by the status of the western front. Maybe select a few territories and Italy joins whichever alliance controls the majority of them. The selected territories should be an uphill fight for Germany to get more than half of, and depending on how many territories are contested, there could be a tie, in which case Italy joins the entente.
This would not only add some uncertainty into when and how Italy comes in, but also some variation to Gemany’s strategy. A little bit more for the western front could pay back bigger than it cost you, or it could turn out to be a waste.
It’s not a terribly historical idea, but it could be pretty fun.