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