Cheirisophus was sent by the Spartan ephors with 700 heavily armed men (800 according to Diodorus Siculus) to aid Cyrus the Younger in his expedition against his brother Artaxerxes in 401 BC.
There was only one time that any difference arose between them, and that was caused by Cheirisophus having struck, in a fit of angry suspicion, an Armenian who was guiding them, and who left them because of the insult.
[3][4] When the Greeks had arrived at Trapezus on the Euxine, Cheirisophus volunteered to go to his friend Anaxibius, the Spartan admiral at Byzantium, to obtain a number of ships to transport them to Europe; but he was not successful in his appeal.
On the sixth or seventh day after Cheirisophus's election, these troops, who formed more than half the army, separated themselves from the rest and departed by sea under ten generals whom they had appointed.
Xenophon then offered to continue the march with the remainder of the forces, under the command of Cheirisophus, but Cheirisophus declined the proposal based on advice from Neon, who hoped to find vessels at Calpe furnished by Cleander, the Spartan harmost at Byzantium, and wished to reserve them exclusively for their own portion of the army.