Ichabod has a strong moral and subjective comment to make about everything he encounters, from his hatred of banks giving people loans they cannot afford, to his regular rants about Starbucks and people’s over-dependencies on coffee. He has placed such emphasis on his own emotional experiences that he summarily rejects experiences that do not align with his own—for example, whenever he encounters anything that doesn’t fit his own feelings toward a historical figure, Ichabod snorts, and makes a snide comment, and professes his indignant disbelief (“I cannot believe that of Jefferson!” “That’s nonsense, George Washington was the biggest liar I ever knew, he ran a spy ring!” “Benjamin Franklin was a complete and utter blowhard!”). He doesn’t mind standing out, and seems to not care about what anyone else thinks of him—continuing to wear his Colonialist garb because it makes him feel at home, despite standing out like a sore thumb. Ichabod is also slow to catch on to other people’s feelings—he doesn’t understand that a woman is interested in him until she makes it obvious, and then reminds her that he is “married.” After losing Katrina, Ichabod withdraws and prefers not to think about her. He also fears that his connection to Abbey has fallen apart, because they no longer share things with each other, but is slow to open up to her. He came to the New World with the British army to suppress the Revolution, and wound up becoming a Patriot instead, showing his ability to change his mind completely and march in a new direction. He is able to remain impartial when it comes to the need to take out the demon Moloch and stop the apocalypse, and keep the big picture in his mind. In a flashback, when Abbey runs into his “old” self before they met and plants an idea in his mind that his wife is a witch who has returned to change time, Ichabod doubts she is telling the truth, but immediately reconsiders when he spies a grimoire and a bunch of herbs on his wife’s tabletop. Within a few hours, he believes Abbey’s explanation and helps her stop Katrina from changing their timeline, which would undo everything they accomplished in the present to stop Moloch. Ichabod leaps to many theoretical conclusions, much to Abbey’s annoyance, by connecting something he knows about the past through his personal experiences (history, or his knowledge gained through books), to something happening in the present (a crisis that must be solved). He theorizes about their roles as Witnesses, what they need to do to stop the apocalypse, the intention behind the Headless Horseman’s actions, what her sheriff might have known that got him killed, and what kinds of beasts they are dealing with, on a regular basis. He thinks houses are haunted, grimoires contain the knowledge they seek, curses are real, and even proposes that the lost colony of Roanoke is a pocket in time, protected and shielded by magic from the outside world. Ichabod also has strong Si, in how many details he remembers about history and whatever he has read. He can remember dates, times, specific incidents, and it’s all filtered through his subjective lens (what caught his attention, or what he experienced). He maintains the beliefs and speech patterns of the past, without modernizing them, as a way to feel comfortable in the world. Whenever the facts contradict his perspective on a historical figure, he angrily argues against it, calls it absurd, and prefers to rely on his own interaction with that person instead. His inferior Te is somewhat harsh and blunt in interactions—he can correct people without thinking about the consequences, but also trusts what he reads and gathers from books. Ichabod can make hard choices under pressure, choosing to let his wife die to stop an evil event, but also feeling incredible remorse over it.

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Ichabod has an opinion about absolutely everything and is more than willing to share it. He is somewhat stiff and reserved, places a great deal of emphasis on being appropriate, and is angry about a lot of things, especially those he deems morally reprehensible. He finds the ideas of banks and debts appalling, so he enters one and tells off the teller for their unorthodox loan practices. When he is annoyed that he has to apply for citizenship in order to get an old building he cares about saved from demolition, he winds up giving an impassioned speech about freedom to the bystanders waiting behind him in line. He argues that modern times are all about convenience and over-indulgence, that things cost too much, and that various historical figures would be “appalled” by modern laws. He’s highly idealistic, but also comfort-seeking and imaginative. His 9 wing pulls him into the past and makes him dwell on it, he tries to self-soothe by keeping his life as much the same as he can, when he’s yanked out of the past into the present (he orders all his ‘new’ clothes from Colonel reenactment seamstresses). He also becomes fussy about any change he doesn’t want to his environment or his life.