A spider was standing on the wall in the cave where Boss got trapped in the Imaginary World of Trumbledon. Like the rest of the spiders in the area, he was very dangerous, but he was also intelligent. When Boss threatened him, he agreed to help Boss escape & gave him a clue. He was one of the few spiders to survive Boss' time in Trumbledon. (PCG Roundabout 1: "Third Game")
After Boss left, Spider went into the spider caves to try and reunite with the other spiders. He was blocked by Chauncey, but succeeded in getting Moto to leave with Chauncey. (PCG Roundabout 1: "Fourth Game")