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In 2330, at the age of 98, Cantabrian captain Thekla Lawless retired to a small Kaartali colony after serving 77 years in Starfleet. She continued to serve as an unofficial ambassador between the Federation and Kaartali until her death in 2356. (Star Trek: The Cantabrian Expeditions: "The Fire In Which We Burn")
In the Pendragon timeline, Commander Timothy Sinclair went into retirement in early 2374, following the Federation Civil War. He returned to active duty five years later at the request of Admiral Mark Coleman. (Star Trek: Pendragon: "True North")