Æ - Demetrius I Poliorcetes

Demetrius I held Macedonia for only a few years before his own troops began deserting him en masse — starving and unpaid, they simply walked into the camp of Pyrrhus of Epirus and switched allegiance without a battle. He surrendered to Seleucus I in 285 BC and died in captivity the following year, drinking himself to death according to ancient sources. Bronze issues from the tail end of his Macedonian reign are correspondingly scarce, struck against the backdrop of a collapsing administration hemorrhaging men and territory on multiple fronts.