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Underhill is a merchant on New Providence Island.

During the events of Black Sails: Season 2 Episode 9 XVII. played by Russel Savadier

Pastor Lambrick leads Richard Guthrie's funeral procession and Richard is buried. Afterwords, Eleanor Guthrie speaks with Underhill and says that she would like to speak about their mutual ambitions. Eleanor tells Underhill of the plan to have Peter Ashe come to Nassau. He asks her how he can trust a pirate and she tells him that she will end piracy and has set plans in motion to end a plan to take the Urca gold. Underhill agrees to join with Eleanor. As they leave the building, they find themselves surrounded by men. Captain Benjamin Hornigold tells Underhill to step aside and that they will be taking Eleanor.