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Star Trek Timeline [INTERACTIVE]
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The Legate's Crest of Valor was a prestigious award.
At some point during the 23rd century, Federation Starfleet captain Christopher Pike was awarded the Legate's Crest of Valor. (DIS: "Brother")
During the Occupation of Bajor, Cardassian Dr. Crell Moset won this award after accidentally discovering the cure for the Fostossa virus epidemic and saving thousands of Bajorans' lives. (VOY: "Nothing Human")
Given that legate is a Cardassian rank, the award might be Cardassian.