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