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.
Forgive a crime.
End a career.
Set Thought free.
Pick up what was left behind.
Find out who is there.
Choose the simple answer.
Reunite a couple.
Uncover the truth.
Don't bother the law.
Win the war.
Administer justice.
Keep quiet about the intention.
Avert catastrophe.
Show the peaceful side.
See no crime in buying a bottle.
Complete Episode Five.
Make Thought crimes.
Complete Episode Four.
Make an unlawful arrest.
Complete Episode Three.
Repay the debt.
Complete Episode Two.
Don't read minds.
Allow catastrophe.
Know all favorites.
Complete Episode One.
Show the rebellious side.