Alexander the Great
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Alexander the Great conquered half the known world in a span of ten years. During his military exploits, he never lost a battle. No other military figure in history has been as successful.
His coinage, with the image of Herakles wearing a headdress made of the Nemean lion on the reverse and Baal/Zeus (depending on your point of view) on the reverse, continued for roughly two hundred years after his death.
Roughly five hundred years after his death, a wide series of coins was issued under the Koinon of Macedon. Most of these included an image of Alexander in various poses on the obverse, and many also included him on the reverse.

Alexander IV/Antipater 323-317 BCE

Alexander the Great 330-323 BCE

Androkles of Amathos 325-323 BCE

Antigenes 322-320 BCE

Antigonos Monophthalmos 305-300 BCE

Archon or Dokimos 323-317 BCE

Asandros 323-319 BCE

Aspesias 316-311 BCE

Cista Mystica 238-244 CE

Kalas/Demarchos 325-323 BCE

Koinon of Macedon 218-222 CE

Koinon of Macedon 220-244 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 222-235 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 238-244 CE

Koinon of Macedon 239-244 CE

Koinon of Macedon 239-244 CE

Koinon of Macedon 239-244 CE

Koinon of Macedon 239-244 CE

Koinon of Macedon 244-249 CE

Koinon of Macedon 244-249 CE

Koinos 324/323 BCE

Laomedon 319/318 BCE

Lion Advancing with club 231-235 CEMost of the Koinon of Macedon coins were minted roughly ten years later than this one.

Lion Advancing with club 238-244 CE

Lysimachos 287-281 BCE

Macedonian Interregnum 288-277 BCE

Memphis, Egypt 323/2 BCE

Menander/Kleitos (White) 323-319 BCE

Menelaus 315-306 BCE

Miletos 320 BCE

Nikokles of Paphos 325-317 BCE

Nikokreon of Salamis 323-317 BCE

Olympia with snakes 238-244 CE

Pasikrates of Kourion, 325 BCE

Pasikrates of Soloi 330-310 BCE

Peithon son of Agenor 317-311 BCE

Perdikkas 321/320 BCE

Philip III Arrhidaeos 331-321 BCE

Philoxenos 325-323 BCE

Ptolemy I Soter 311-305 BCE

Ptolemy Keraunos 281-279 BCE

Stamenes/Archon 324/323 BCE