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Edit: Ah, seems you were faster Spent all the time looking at my art history books finding nothing :wacko:
Resembles also Caligula or Constantine, but they're out of the timeframe.
Someone who lost big time as the title suggests, but it's not Crassus or Pompey, not Antiochus or Pyrrhus, it's not Sulla or Gracchus, none of the Commanders at Cannae, dunno who it is. But I'll keep searching.