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Harry also participates in holding the player up in the random encounter"Beauty and the Wagon". He is the leader of the muggers who tells the player to give up his money or face the consequences. The player can either kill him or let him take the money and avoid a gunfight.
If looked at closely, an eye is visible on his eyepatch.
It is possible to spare his life in "Spare the Rod, Spoil the Bandit", as when he holds the girl hostage he can be shot in the leg non-fatally. If the player has unlocked the lasso at this point, he can be hogtied with some difficulty.
In the beginning of "On Shaky's Ground", Harry can be seen exiting a saloon completely under the influence of alcohol. He may stammer away, stand drunkenly, or just fall over and get back up repeatedly.
Harry will refer to the player as "prairie chicken" in battle, when threatened and when insulted, though what "prairie chicken" means to Harry is unclear.