With the start of the new academic year, Caleb's unease about his future at Starfleet Academy persists. But when a delegation from a former Federation ally arrives and Caleb is tasked with showing their leader's daughter around campus, he must put his uncertainty aside to discover what life at the Academy is really about.

Holly Hunter (Captain Nahla Ake)
Sandro Rosta (Cadet Caleb Mir)
Karim Diané (Cadet Jay-Den Kraag)
Kerrice Brooks (Cadet SAM)
George Hawkins (Cadet Darem Reymi)
Bella Shepard (Cadet Genesis Lythe)
Zoë Steiner (Tarima Sadal)
Oded Fehr (Admiral Charles Vance)
Gina Yashere (Lt Commander Lura Thok)
Brit Marling (Main Computer voice)
Stephen Colbert (Digital Dean of Students voice)
Tig Notaro (Commander Jett Reno)
Robert Picardo (The Doctor)

Raoul Bhaneja (Commander Kelrec)
Anthony Natale (President Emerin Sadal)
Jamie Groote (The Diva)
Romeo Carere (Ocam Sadal)

Cecilia Lee (Ozolo)
Tabitha Tao (Holo-guide)
Scott Yamamura (Tinn Valaak)
Marcia Adolphe (Interpreter)
Piotr Michael (President Sadal's voice chip)
Kether Donohue (Almond Basket)
Joseph Messina (Cadet Holloway)
Raffa Virago (Cadet Pickford)
Graham Nox (Cadet Oren)
Katie Nora Ready-Walters (Terrified cadet)
Ashley Poulin (Very small cadet)
Scott Gemmel (Darem's posse member)
Mia Yaguchi-Chow (Darem's posse member)
Ritchie Lawrence (Darem's posse member)
Brian David Gilbert (DOT voice)
Rekha Shankar (DOT voice)
Jeremy Culhane (DOT voice)

• Betazed left the Federation 100 years ago, after the events of the Burn, and walled itself off with other nearby systems. As part of the negotiations to rejoin the Federation, the Federation decides to locate their new headquarters on the planet of Betazed.
  
• Commander Kelrec is chancellor of the War College.
  
• This episode introduces Betazoid Tarima Sadal, played by Zoë Steiner.
  
• Tig Notaro reprises her role as Jett Reno from Star Trek: Discovery.