Here is the full list of all 27 Orwell: Keeping an Eye On You achievements. It takes around 8-10 hours to unlock all of the achievements on Windows.
Set Thought free.
Choose the simple answer.
End a career.
Complete Episode Five.
Find out who is there.
Uncover the truth.
Complete Episode Four.
Pick up what was left behind.
Make an unlawful arrest.
Complete Episode Three.
Repay the debt.
Complete Episode Two.
Avert catastrophe.
Show the peaceful side.
Complete Episode One.
Show the rebellious side.
See no crime in buying a bottle.
Allow catastrophe.
Don't read minds.
Know all favorites.
Administer justice.
Forgive a crime.
Keep quiet about the intention.
Don't bother the law.
Win the war.
Reunite a couple.
Make Thought crimes.