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Sir Henry is a character in the NPLH universe portrayed by Owen Llewyn. He is debatably the villain of the 7th Seasons 2nd episode “The Hesitant Highwayman.” 

A well respected Judge, he falls into hard times after gambling a large sum of money on a bad gambling tip. He meets the banker, George Wylder, who offers him a way out by investing all of his money in an account at his high-interest rate bank. Sir Henry agrees and is initially delighted with the deal, but it soon turns sour when the bank folds 2 months later, and his funds lost with it. It later turns out that Wylder was well aware that this was going to happen, but still willingly took Sir Henry’s money. 

Furious for revenge, Sir Henry plots a series of highway robberies in which the only real victim will be Mr. Wylder. Everyone else he meets goes unharmed and the items taken only with intent to later have them returned. Sir Henry theories that holding three highway robberies so close together will make the attack seem random, whereas solely targeting Wylder would have made him a very obvious suspect. 

Holmes manages to piece it together to identify Sir Henry, but ultimately lets Sir Henry off with a warning for his behaviour, having realised that no harm was done to the other victims, and deciding that George Wydler had brought it upon himself. 

No Place Like Holmes "The Hesitant Highwayman"

No Place Like Holmes "The Hesitant Highwayman"

Quotes: “If anyone asks…you were robbed! OK?”
“Do you have some sort of grievance against me Mr. Holmes?”
“”A horse? Now whose being old fashioned? What do I need a horse for? Got my Garrand and Blumfield parked all but 100 ft from here.” 

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