Leonard Akaar
- Full Name: Leonard James Akaar
- Born: May 30, 2267; Capella IV (TOS: "Friday's Child")
- Species: Capellan
- Gender: Male
- Father: Akaar
- Mother: Eleen
- c.2272: Taken from Capella IV by mother following coup (TLE Novel: The Sundered)
- c.2280: Cadet, Starfleet Academy (TLE Novel: The Sundered)
- "Early teens" per text
- Possibly sponsored by Hikaru Sulu per text
- By 2295: Lieutenant, chief of security, Starfleet; USS Excelsior (TLE Novel: The Sundered)
- By 2345: Commander, executive officer, Starfleet; USS Wyoming (TTN Novel: The Red King)
- August 2349: Captain, commanding officer, Starfleet; USS Wyoming (TTN Novel: The Red King)
- "Weeks" since promoted in mid-October 2349 per text
- By April 2376: Fleet admiral, Starfleet (DS9 Novel: Mission Gamma: Twilight; TTN Novel: Taking Wing, The Red King)
- By January 2380: Starfleet liaison to the President (Novel: Articles of the Federation; Destiny Novel: Gods of Night, Lost Souls)
- February 2381: Fleet admiral, commander-in-chief, Starfleet; Starfleet Command Citations
- TNG Novel: Losing the Peace
- TP Novel: Rough Beasts of Empire
- VOY Novel: Protectors
- VOY Novel: Atonement
- TP Novel: Zero Sum Game
- TP Novel: Seize the Fire
- TP Novel: Paths of Disharmony
- TP Novel: Raise the Dawn
- TP Novel: Brinkmanship
- Novel: Revelation and Dust
- Novel: The Crimson Shadow
- Novel: A Ceremony of Losses
- DS9 Novel: Sacraments of Fire
- Novel: The Poisoned Chalice
- Novel: Peaceable Kingdoms