Stone Walls: Build a sandbox prison with 100 prisoners.
Get Busy Living: Achieve a re-offending rate of 25%.
Spare The Rod: Stopped a riot of 50 or more prisoners.
I May Have Found A Way Out Of Here: Escape from a decent prison in escape mode.
Warden: Loaded a prison from Steam Workshop.
Throw The Book At Them: Complete the story.
Crowd Control: Complete all optional objectives on Riot.
Reformation: Complete all optional objectives on Conviction.
Freedom: Complete optional objective on Bootstraps.
Iron Bars: Build a sandbox prison with 500 prisoners.
Confined: Build a sandbox prison with 1000 prisoners.
D.B. Cooper: Sell your prison and make over $1,000,000 profit.
Samuel Norton: Have a cashflow of $50,000 or more.
Don't Put Me In The Dark: Executed a prisoner on death row.
Wait and Hope: Unlock entire tech tree.
It's Not What You Know...: Unlocked all polaroids.
... It's What You Can Prove: Unlocked all game bible pages.
Architect: Shared a prison via Steam Workshop.