<Li> Lucy Punch as Esmé Squalor, a wealthy financial advisor, who becomes an ally and love interest for Count Olaf . </Li> <Li> Avi Lake as Isadora Quagmire, Duncan and Quigley's sister who loves writing poetry . </Li> <Li> Dylan Kingwell as Duncan Quagmire, Isadora's brother . Duncan is a keen journalist . </Li> <Ul> <Li> Will Arnett as Father, a man who is trying to return home to his three children . </Li> <Li> Cobie Smulders as Mother, a woman who is trying to return home to her three children . </Li> <Li> Usman Ally as the Hook - Handed Man, a member of Count Olaf's theatre troupe with hooks instead of hands . </Li> <Li> Matty Cardarople as the Henchperson of Indeterminate Gender, another member of Count Olaf's theatre troupe . </Li> <Li> Cleo King as Eleanora Poe, Arthur Poe's wife and the editor - in - chief of The Daily Punctilio, who loves pursuing sensationalist headlines . </Li> <Li> John DeSantis as the Bald Man, a large bald - headed man who is another member of Count Olaf's theatre troupe . </Li> <Li> Jacqueline and Joyce Robbins as the White - Faced Women, two elderly twins who are members of Count Olaf's theatre troupe . </Li> <Li> Sara Canning as Jacquelyn, Mr. Poe's standoffish assistant and a member of the Baudelaire family's secret society . She possesses a spyglass . </Li> <Li> Patrick Breen as Larry Your - Waiter, a member of the Baudelaire family's secret society who is seen working as a waiter at various establishments the Baudelaires visit, including the Anxious Clown and the Café Salmonella . </Li> <Li> Sara Rue as Olivia Caliban, a librarian at Prufrock Preparatory School who later enlists as a member of the Baudelaire family's secret society when she becomes invested in the Baudelaires' plight . </Li> <Li> Nathan Fillion as Jacques Snicket, the dashing adventurer brother of Lemony Snicket who enlists Olivia Caliban to help the Baudelaires . </Li> </Ul>

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