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