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Hmm, I'm not sure what might cause that, the logic for classic mode is pretty straightforward where it just auto-flags the CCS as having already been defeated at the start of the game. Can you post your save so I can see if there's anything weird in it?

I don't have any specific plans to add more modes, although Democrat/Marathon mode aren't that difficult since all they do is modify the victory condition. I'm not sure what extended endgame is, I don't think that was a thing in the version I based mine off of

I figured it out. When you lose and create a new game within the same gaming session, the Interface does not reset, so the buttons will stay highlighted and the nickname will stay the same, but won't actually be active. Adding a line of code to reset the new game scene should fix the issue.