💰 Rackets & Underbosses
Building the empire — and the mutually exclusive choices that decide your playthroughs.

Sure Thing, Boss
BronzeFull guideCollapseUnlocked all Associates

Sure Thing, Boss
BronzeFull guideCollapseHow to earn it
Unlock all Associates by progressing the districts and assigning rackets.

IRA Don't Ask
BronzeMissableFull guideCollapseCompleted all of Burke's side-missions

IRA Don't Ask
BronzeMissableFull guideCollapseHow to earn it
Complete all of Burke's side-missions.
Tip
⚠️ Missable: an underboss's side-missions become unavailable if that underboss dies or leaves. Do all three underbosses' side jobs before the endgame, and keep them all alive on the run where you're collecting these.

I Need a Favor
BronzeMissableFull guideCollapseCompleted all of Vito's side-missions

I Need a Favor
BronzeMissableFull guideCollapseHow to earn it
Complete all of Vito's side-missions.
Tip
⚠️ Same rule as Burke's — clear these before the story locks the underbosses in.

.45 in My Hand
BronzeMissableFull guideCollapseCompleted all of Cassandra's side-missions

.45 in My Hand
BronzeMissableFull guideCollapseHow to earn it
Complete all of Cassandra's side-missions.
Tip
⚠️ Same rule again. The cleanest approach is to finish all three sets of side-missions on your first playthrough, where you're keeping everyone alive.

Cash in Hand
BronzeFull guideCollapseSaved $150,000 between your wallet and the bank

Cash in Hand
BronzeFull guideCollapseHow to earn it
Hold $150,000 across your wallet and the bank at the same time.

Baby, You're a Rich Man
BronzeFull guideCollapseEarned $500,000

Baby, You're a Rich Man
BronzeFull guideCollapseHow to earn it
Earn $500,000 in total across the game — cumulative, not held at once.

Racketeer
BronzeFull guideCollapseGot the maximum earn from one of your Rackets

Racketeer
BronzeFull guideCollapseHow to earn it
Get the maximum earn from one racket by fully building it up.

We're in This Together
BronzeMissableFull guideCollapseKept all Underbosses alive until "Yet Here We Are"

We're in This Together
BronzeMissableFull guideCollapseHow to earn it
Keep all three underbosses alive right through to Yet Here We Are.
Tip
⚠️ Mutually exclusive with Just You and Me — this is why the platinum needs two playthroughs. Keep the underbosses happy by distributing districts fairly so none of them turns on you, and don't kill any of them.

Just You and Me
BronzeMissableFull guideCollapseKept only one Underboss alive until "Yet Here We Are"

Just You and Me
BronzeMissableFull guideCollapseHow to earn it
Reach Yet Here We Are with only one underboss still alive.
Tip
⚠️ Mutually exclusive with We're in This Together. Do this on your second run: deliberately anger or kill two of the three so a single underboss remains at the climax.

Trust
BronzeFull guideCollapseReached the Loyal state with one Underboss

Trust
BronzeFull guideCollapseHow to earn it
Reach the Loyal state with one underboss by giving them districts they want.

Family
BronzeMissableFull guideCollapseReached the Loyal state with all three Underbosses

Family
BronzeMissableFull guideCollapseHow to earn it
Reach the Loyal state with all three underbosses simultaneously.
Tip
⚠️ Missable, and it pairs with We're in This Together — do both on the same 'keep everyone happy' playthrough. Split the districts evenly so nobody feels short-changed.

Hole in Your Pocket
BronzeFull guideCollapseSpent at least $500,000

Hole in Your Pocket
BronzeFull guideCollapseHow to earn it
Spend at least $500,000 across the game.

Big Earner
BronzeMissableFull guideCollapseReceived $10,000 in earn from one Underboss

Big Earner
BronzeMissableFull guideCollapseHow to earn it
Receive $10,000 in earn from a single underboss in one payout.
Tip
⚠️ Missable — you need an underboss alive and running enough high-value rackets to generate that payout, so do it before the endgame.

The New Boss
BronzeMissableFull guideCollapseFlipped 16 Racket Bosses

The New Boss
BronzeMissableFull guideCollapseHow to earn it
Flip 16 Racket Bosses — spare them and recruit them rather than killing them.
Tip
⚠️ Missable and directly opposed to No Loose Ends (kill them all). You can't do both on one save, so pick one per playthrough: flip on run one, kill on run two.

Live Another Day
BronzeMissableFull guideCollapseRecruited 15 Racket Informants

Live Another Day
BronzeMissableFull guideCollapseHow to earn it
Recruit 15 Racket Informants — spare informants when interrogating them.
Tip
⚠️ Missable and paired against Can't Trust a Rat (kill 15). Recruit on one run, kill on the other.

No Loose Ends
BronzeMissableFull guideCollapseKilled all of the Racket Bosses

No Loose Ends
BronzeMissableFull guideCollapseHow to earn it
Kill all of the Racket Bosses instead of flipping them.
Tip
⚠️ Missable. The mirror of The New Boss — do this on your second playthrough.

Can't Trust a Rat
BronzeMissableFull guideCollapseKilled 15 Racket Informants

Can't Trust a Rat
BronzeMissableFull guideCollapseHow to earn it
Kill 15 Racket Informants rather than recruiting them.
Tip
⚠️ Missable. The mirror of Live Another Day. Note there are a limited number of informants, so decide your approach before you start clearing rackets.