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Prison quests (walkthrough)

All three quests start automatically when you enter prison. They can progress in parallel.

Prison Survivor​

Goal: Spend consecutive time locked up on the same sentence — milestones track 10, 20, and 30 days in prison (each day incarcerated counts).

MilestoneRequirement
First stretch10 days in prison
Second stretch20 days
Full run30 days

Reward: $100 when the quest completes.

Survival tips

  • Keep health, morale, and energy out of the danger zone — at zero on key stats you can die.
  • Use yard, clinic, food, and legal/social options to stabilize before picking risky fights.
  • Difficulty: Medium if you are new to prison; easy once you learn the daily loop.

Kingpin​

Milestones

  1. Win three prison fights (wins counted toward this quest).
  2. Form a gang — choose Form a Gang: you need strong Prison Reputation, at least two jail friends with friendship at least halfway to the max, then you must win the initiation fight (success adds a few days to your sentence).
  3. Reach high standing in prison — the quest talks about 80% prison rep; in practice your Prison Reputation needs to be very high for this step to complete when days pass.

Reward: $200.

Strategy

  • Raise respect safely: gym, jobs, gang meeting (after forming), some events — avoid losing streaks that tank rep.
  • Befriend inmates with gifts/chat before attempting gang formation.
  • Difficulty: Hard — rep grind + social setup + combat.

Scholar​

  1. Read five books — prison library events and reading actions count toward this (not only the city library).
  2. Reach halfway mastery of the Prison Life skill — you passively learn each prison day; books, counseling, and activities speed it up.

Reward: $150.

Tips: Visit library choices often; pair with low-risk days so you are not constantly in infirmary.

Difficulty: Medium.