Caddie dies during final round of Madeira Open – chicagotribune.com.

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Tragic death of caddie at tournament. Thoughts and prayers to his family. Assuming this happened in Illinois, would Workers’ Compensation law apply? You would have to prove that the work conditions contributed to the caddie’s death. The other issue is whether he is an employee or independent contractor. This depends on a number of factors and how much control the golfer exerts over the caddie and his work schedule.

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Mississippi High Court Rules Prisoner Can Get Workers' Comp.

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Shows the difficulty of proving someone intentionally did something. Once an injured worker proves the injury occurred on the job, then the burden shifts to the employer to prove why the Workers’ Compensation law should not be enforced.

Union chief: Operator of CTA train that crashed 'might have dozed off' – chicagotribune.com.

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The train operator would still be able to file a Workers’ Compensation claim in Illinois even if she fell asleep.
If an injured worker is drunk or on drugs that is a different matter.