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