Tom Mison Ichabod Crane Actor Janina Gavankar Diana Thomas Actor Lyndie Greenwood Jenny Mills Actor Jeremy Davies Malcolm Dreyfuss Actor Rachel Melvin Alex Norwood Actor Jerry MacKinnon Jake Wells Actor Oona Yaffe Molly Thomas Actor John Noble Henry Parrish Guest Star Kamar de los Reyes Jobe Guest Star Seychelle Gabriel Lara Guest Star Antoine Williams Carlos Guest Star Jacob Langa Young Boy Guest Star Jun Ogden Young Girl Guest Star Bailey Tippen Guest Star Alex Kurtzman Executive Producer Roberto Orci Executive Producer Len Wiseman Executive Producer Heather Kadin Executive Producer