Headache

AI-friendly board game rules summaries — use with Claude, ChatGPT, or any AI assistant

Overview

Headache is a Pop-O-Matic board game by Milton Bradley where 2-4 players move cone-shaped pieces around a dual-track board, capturing opponents’ pieces by landing on them. Unlike similar games (Trouble), Headache uses two dice in the Pop-O-Matic bubble and features two parallel paths that intersect at 8 marked crossing points. The goal is to capture all opposing cones.

Components

Setup

  1. Each player chooses a color and takes 4 cones.
  2. Players place their cones on the matching START space on the board.

Turn Structure

  1. Pop the dice by pressing the Pop-O-Matic bubble.
  2. Move one cone along the path the number of spaces shown on the dice.
  3. Capture if you land on an opponent’s cone or stack.
  4. Play passes clockwise.

Actions

Basic Movement

Bonus Die

If you pop the red dot on the bonus die, you get an additional pop and move.

Capturing

Two Paths

Crossing from Path to Path

Scoring / Victory Conditions

Players are eliminated when all their pieces have been captured. The last player remaining, who has captured all other cones, wins the game.

Special Rules & Edge Cases

Player Reference

Rule Detail
Dice 2 dice in Pop-O-Matic
Start 4 cones per player at START
First 4 turns Move 1 cone off START each turn
Capture Land on opponent’s piece to capture
Paths Outer and Inner, intersect at 8 X-spaces
Bonus Red dot on bonus die = extra pop
Win Capture all opposing cones