The Quarry is a narrative horror game about a group of camp counselors forced to stay one extra night at camp. This leads to a night of violence and scares, where no one is guaranteed to get out alive. In order to get the Last Man Standing achievement / trophy, you will need to keep a single male counselor alive. Check out GameSpot’s guide to for the Final Girl achievement/trophy. Spoilers ahead.
That single male survivor is Ryan, played by Justice Smith. You can follow the guide below to make sure every other counselor dies. You can follow GameSpot’s bad ending guide to completion and then using chapter replay, start at chapter 9.
At the start of Chapter 4, Ryan and the others will be around the campfire and hear noises coming from a nearby bush. As Ryan you need to choose Shoot Gun, Insistent, Shoot Gun. As long as you choose to shoot at the bush twice, this will result in Jacob’s death.
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Source: Game Spot Mashup