2 Litrai - Timoleon / Third Democracy

Timoleon arrived in Syracuse in 344 BC as a liberator — sent by Corinth, the city's mother polis, to dismantle the tyranny of Dionysius the Younger. He succeeded, and the coinage that followed was deliberately issued under democratic authority rather than in a tyrant's name. The "Third Democracy" designation reflects a conscious political reset, with the city distancing its issues from the personal coinage of the Dionysian dynasty that had dominated Syracusan silver for decades.

Timoleon himself retired to a country estate around 337 BC, reportedly going blind, and never sought personal power. The democracy outlasted him by twenty years before Agathocles ended it.