Games like Prison Boss VR
Games like Prison Boss VR include Drug Dealer Simulator, Potion Craft: Alchemist Simulator, Totally Accurate Battle Simulator, Thief Simulator, and Drug Dealer Simulator 2. We matched them by the tags players give Prison Boss VR on Steam (Simulation, Crafting, Crime, Singleplayer, and Trading): closest matches first, and among equally close ones the better-known games.

Drug Dealer Simulator
Shared: Simulation · Crime · Singleplayer

Potion Craft: Alchemist Simulator
Shared: Crafting · Simulation · Singleplayer

Totally Accurate Battle Simulator
Shared: Simulation · Singleplayer · Funny

Thief Simulator
Shared: Simulation · Singleplayer · Crime

Drug Dealer Simulator 2
Shared: Simulation · Crime · Singleplayer

Schedule I
Shared: Simulation · Crime · Crafting

Supermarket Simulator
Shared: Simulation · Singleplayer · Trading

Garry's Mod
Shared: Singleplayer · Simulation · Funny

Crime Scene Cleaner
Shared: Simulation · Crime · Singleplayer

Cooking Simulator
Shared: Simulation · Singleplayer · Funny

Game Dev Tycoon
Shared: Simulation · Singleplayer · Indie

Cities: Skylines
Shared: Simulation · Singleplayer · Strategy

Two Point Hospital
Shared: Simulation · Singleplayer · Funny

911 Operator
Shared: Simulation · Singleplayer · Strategy

Factorio
Shared: Crafting · Resource Management · Strategy

This War of Mine
Shared: Singleplayer · Simulation · Crafting

Goat Simulator
Shared: Simulation · Funny · Indie

Barn Finders
Shared: Simulation · Trading · Singleplayer

Plague Inc: Evolved
Shared: Simulation · Singleplayer · Indie

Slime Rancher
Shared: Singleplayer · Simulation · Funny

Probably Stolen - Cyberpunk Shopkeeper Sim
Shared: Simulation · Crafting · Trading

The Escapists
Shared: Crafting · Simulation · Singleplayer

House Flipper
Shared: Simulation · Singleplayer · Casual

Tavern Master
Shared: Simulation · Resource Management · Indie