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  • Role-Ending Misdemeanor: Jeffrey Tambor quit the series in November 2017 after multiple sexual harassment allegations.
  • You Look Familiar: Several actors who appeared in the flashbacks to 1994 during Season 1 appear as different characters in the flashbacks to 1933 during Season 2.
    • Bradley Whitford plays Mark/Marcy in the 1990s and Magnus Hirschfield in the 1930s.
    • Emily Robinson plays 12-year-old Ali in the 1990s and a young version of Maura's mother Rose in the 1930s.
    • Mel Shimkovitz plays Jules, a bartender hired for Ali's Bat Mitzvah, then Jude, one of the residents of the Institute for Sexual Research.
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    • Michaela Watkins plays Connie, the sympathetic wife of a transvestite, and then Maura's grandmother Yetta.

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