Ichabod Hailey

### Rank

First Mate HaileySecond Mate HaileyBoatswain (formerly)Midshipman Hailey (formerly)

## Affiliation

### Loyalty

Blackbeard’s CrewUnnamed Pirate’s Crew (formerly)British Navy (formerly)

## Relationships

### Relatives

Unnamed motherUnnamed fatherUnnamed younger siblings

## History

### Early Life

Ichabod Hailey was born sometime between 1680 and 1685 to a fairly rich family. He grew up going to boarding school and was seen as a troubled boy. He would often experience bullying, but each time another boy attempted to bully him Ichabod would stab them with a quill or claw their face with his finger nails. He was expelled from most boarding schools and ended his education at a school for troubled boys.

### Joining the Navy

Ichabod’s father demanded he join the Royal Navy to set a better example for his little brothers. Ichabod did join the navy and learned to shoot, fight with a sword, and sail. Upon deeming himself well taught enough he deserted, killing a number of men on the ship he had been stationed on, and set off towards the closet hub of piracy.

### Becoming a Pirate

After leaving the Navy Ichabod had a pair of much-needed glasses made and made conscious choices to change his appearance. He cut his hair and deliberately avoided any red or blue clothing, throwing away what he already wore. Ichabod spent a month watching pirates and learning how they talked and interacted before actually trying to become one. He spent weeks trying to offer his services before he was noticed by an unknown pirate Captain.

### Experience

Ichabod served under this pirate for years as a seaman and eventually a Boatswain. After four years and the death of the first mate, Ichabod assumed the role. At some point in the two year period as first mate Ichabod encountered Blackbeard and his crew.

### Joining Blackbeard

While serving as first mate Ichabod found himself caught in an accusation of sleeping with his Captain’s spouse. He denied this, being that he hadn’t done it and was repulsed by the idea. His Captain insisted that he’d done it and challenged him to a duel. Ich accepted, knowing himself to be a better swordsman than the Captain. During the duel the Captain was killed after Ich ran his sword through his chest. Ich declared to the crew that he hadn’t slept with the Captain’s spouse and promptly left the ship.

Ichabod spent a few weeks moving from ship to ship around the Caribbean before running into Blackbeard. Having recalled Ichabod’s skills while serving as first mate under another Captain, Blackbeard invited him onto his crew. A few years later he was declared second mate.

> “But only my friends call me Ich. And Izzy, well, he’s a friend.” -Ich describes his relationship with Izzy.
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### Hands and Hailey

Ichabod began as a regular seaman aboard Blackbeard’s ship. He gained respect quickly and became the primary Boatswain within the first year. Blackbeard made him second mate after his high level management of the ship. This is when Ichabod and Izzy first began working together. Izzy initially thought it was a stupid idea to have a designated second mate, but Ichabod proved his worth.

During his tenure as second mate Ichabod earned the nickname “Ich” due to his reactions to the many foods he dislikes. Ich was present for the “Izzy the Spewer” incident and took charge of the ship while Izzy was indisposed. He later admitted to Izzy that he had a fear of storms and was surprised he hadn’t had a similar reaction and he’d experienced things like this while in the Navy during a terrible storm. Izzy was hesitant to take comfort in the words but allowed Ich to help him clean up given that they shared a room.

After this the crew took to calling Izzy “Izzy the Spewer” and Ich made a point to put the fear of God in them when they did. The nickname died out quickly due to Ich’s actions. Because of this Izzy grew a bit more fond of Ich, thinking of him as a friend. Izzy also began correcting crewmembers who used Ich instead of Ichobod when addressing the second mate.

The two worked together often at Blackbeard’s request. They would often engage in swordplay and found each other to be equal matches. Ich and Izzy grew to see each other as more equals than anything else.

> “You sure you wanna talk like that Bonnet? Awful brave.” --Ich’s first words to Stede Bonnet.
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### Stede Fucking Bonnet

Ich is dispatched with Izzy, Ivan, and Fang to a mostly deserted island where they come into contact with a ship that’s been run aground. They are after two English Officers the other crew had taken hostage. Izzy instructs Ich to go ahead in the search while he speaks to the crew. Later they are seen escorting the, now paid for, hostages, presumably after Ich found them being held by the tribe.

When encountering Stede Bonnet for the first time Izzy cuts up his shirt in a show of swordsmanship, making Ich grin at his friend’s skill. He moves to Ivan’s side after he’s hit with a rock and draws his own sword as Black Pete swings in. Unfortunately, Stede manages to put a blade on Izzy and Oluwande levels his blade towards him and Ivan before Ich can do anything further.

After making a deal to split the hostages the crew returns to the ship where Ich waits above deck with Ivan and Fang while Izzy speaks with their Captain, Blackbeard. He and Izzy look out to the retreating ship and exchange concerned looks before following the Gentleman Pirate and his crew.

When they are close to the Revenge Izzy informs Blackbeard and is instructed to handle the invitation aboard personally, both he and Ichabod are to deliver it. Ich and Izzy follow Bonnet to Spanish Jackie’s tavern to extend Blackbeard's invitation. The barkeep greets them as Mr. Hands and Mr. Hailey, both of them state their hatred for the establishment. Ich seems just as peeved as Izzy when Bonnet mispronounces the latter's name. He questions Bonnet’s response to the invitation, but happily follows Izzy back to the ship without further questions.

Ich reports back to Blackbeard alongside Izzy and notices, but raises no question, when the words are twisted. He confirms that Bonnet responded so rudely without missing a beat of Izzy’s claim. They both participate in the raid on the Spanish ship when retrieving Stede Bonnet, Ich is seen dueling a Spanish officer.

### On the Revenge

Ich summarizes the damages of the ship for Blackbeard after they take the Revenge. He speaks with Izzy and Blackbeard as the crew works and seems overly concerned about the state of the ship as he keeps running a cloth over a spot on the railing. Ich and Izzy shared a kind-of dumbfounded look as Blackbeard goes around introducing himself. He joins Izzy when they’re called to look at the bird-guy, not seeming very interested. He orders the crew back to work after Izzy ends the introductions.

He accompanies Izzy to find the crew eating rather than working and sets a list on the table saying what work needs to be done before following Izzy out. He speaks with Izzy while the crew works when Blackbeard and Stede come out, having switched clothes. Both seem weirded-out by the act and walk away. Ich tends to a broken piece of railing as Izzy speaks with Blackbeard. Izzy then orders Ich along with him to confront Bonnet about a plan to escape the Spanish. He answers a question Stede fails to when Izzy questions him about the ships. Ich realizes that Blackbeard has a plan when Lucious comes in counting down and gives Izzy a look of slight relief.

After the fog is revealed Ich agrees with Buttons, that there’s still no way they could actually escape the Spanish. When Izzy corrects the date he and Ich look to their captain with a bit of broken hope. Ich and Izzy both are disappointed when Blackbeard just gives up. Neither are present for the lighthouse trick, presumably Ich was helping Izzy gather his things.

The next day, Ich helps Izzy with his things. He seems quite disappointed in Izzy actually leaving. He excuses himself to get Izzy some water rations to allow him and Blackbeard to talk, but actually eavesdrops in hopes that Izzy will be convinced to stay. He’s caught when Blackbeard tells Izzy that he needs the both of them and Ich returns to help Izzy retrieve his things.

### Teaching Piratry

Ich goes along with his Captain and crew to help teach the crew of the Revenge about being Pirates. He listens to his Captain’s instructions and corrects Black Pete when he counters Izzy’s statement about being “real pirates.” He watches with the rest of the crew while Blackbeard teaches Stede how to interrogate, he stands next to Izzy and both seem to be questioning the whole ordeal.

When the crew returns to the Revenge, Ich and Izzy put everyone back to work. Later they find Lucious and Black Pete having deviated from their jobs. They confront the two, Ich staying back as Izzy talks with them. When Izzy begins to mock Lucious, Ich finds himself a bit distracted. When Lucious says Iggy rather than Izzy Ich puts a hand on his sword, but Izzy puts a hand up to stop him. He follows Izzy out to show Lucious to his job.

Ich accompanies Izzy to check on Lucious’ progress only to find that he’s gone. Both express the desire to kill him after finding he abandoned his duties. However, after finding him, Ich laughs a bit at the sketching scene much to Izzy’s annoyance. They both bring Lucious out on deck to give him more chores, but Lucious reveals that he knows about the “Izzy the Spewer” accident which prompts Izzy to let him go. Izzy storms past Ich, sparing him a glance that tells Ich he’s fumming. Ich confronts Lucious, telling him that if Izzy’s story gets out he’ll pay for it.

## Appearances

* “A Damned Man”
* “A Gentleman Pirate”
* “Discomfort in a Married State”
* “The Best Revenge Is Dressing Well”
* “The Art of F\*\*kery”
* “This Is Happening”
* “We Gull Way Back”
* “Act of Grace”
* “Wherever You Go, There You Are”

> “Icky and Iggy, sitting in a tree. K-I-S-S-I-N-G” -- the Revenge crew and Blackbeard’s crew while Ich and Izzy are working together.
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## Trivia

* The actor who plays Ichabod Hailey is Carson Milar, known most for his tenure as Loke Lokison and Cleevon Justice. This is his first prominent role where he isn’t playing the son/”mini-me” version of a major character.
* Milar was cast despite being only 19 while Ich is in his mid-30s. This is remedied in the show by a few jokes from the Revenge crew where they say he looks like “a little kid.”
* Milar, who is 5’5'' tall, had to wear lifts in his shoes to portray the character. Ich was specifically written to be the same height as his fellow crewmate, Izzy Hands, to symbolize their equal views of each other within the crew. Both are 5’8” tall.
* Milar is the reason Ich wears glasses. He thought there should be at least one “glasses character” in the show and feels like people that wear glasses are underrepresented in TV and movies.
* Milar was initially led to believe he would be auditioning for the historical teen pirate Israel Hands, but was surprised to find that the role had been filled and he was up for a different role twice his age.
* Ichabod Hailey isn’t based on any particular real life pirate, but was made to be a more dark version of someone like Stede Bonnet.
* Ichabod was initially supposed to be addressed as Hailey in the show but so many pre-production members called him “Ich” that the nickname was implemented into the show.
* In universe he’s called Ich because he’s a picky eater and will express his dislike of most foods by saying “ick.”
* Ich hates oranges and will only eat lemons or limes to treat/prevent scurvy.
* He is a skilled swordsman-- the crew is divided on whether Ich or Izzy is better.
* Ich is the marksman of the crew.
* He has no problems with being called “Ich” but hates being called “Icky” or any other variation of his name.
* He explains that he doesn’t like being called Icky because it gets confusing when he and Izzy’s names sound so similar.
* He also hates when people call Izzy things like “Iggy” or other harsh variations.
* Ich is hinted to be on the asexual spectrum, but does sometimes feel attraction.
* It’s possible that he is demisexual or aceflux.

## Quotes

“Go on and see what you can find.” -Izzy instructs Ich to scout ahead. (s1,e2,11:24)

“Have you ever thought of cleaning?” -Ich’s remark on Jackie’s tavern. (s1,e3,14:50)

“You sure you wanna talk like that Bonnet? Awful brave.” -Ich’s first words to Stede Bonnet. (s1,e2,15:20)

“Come on, Ichabod.” -Izzy when leaving Jackie’s. (s1,e2,15:25)

“I tried to remind him, those sorts of words could be dangerous, but insisted. Suck eggs in Hell.” -Ich confirms Izzy’s retelling. (s1,e2,19:40)

“What sort of damage, Ichabod?” -Blackbeard after Izzy says the ship sustained damage. (s1,e4,5:11)

“Nothing all too serious, nothing that can’t be fixed anyway. Although, we’d be in much better shape if we could make port.” -Ich summarizes the damages.

“Izzy, Ich, come here. They’ve got a bird guy.” -Blackbeard wanting Izzy and Ich to meet Karl. (s1,e4,6:20)

“Ship’s not gonna repair itself, dogs!” -Ich ordering the crew back to work. (s1,e4,6:43)

“Full inspection of the ship, you’ve got a lot of work to do.” -Ich after giving the repair list to the crew. (s1,e4,18:58)

“With me.” -Izzy calls Ich along. (s1,e4,24:50)

“Ichabod?” -Izzy asks how fast they can move. (s1,e4,25:00)

“Not as fast as we need to escape, Spanish ships can keep pace at least.” -Ich explaining the Revenge’s speed.

“That’s true, the Spanish are still behind us. There’s no-there's no way of actually escaping with just a bit of fog.” -Ich agrees with Buttons. (s1,e4,27:02)

“Oh, you’re not both going, are you?” -Blackbeard upon seeing both Izzy and Ich packing the boat. (s1,e4,32:52)

“Nah, I tried convincing him to let me help him get somewhere at least, but he wont have it. I’ll get you some water rations, you’ll need it” -Ich explaining that he’s not going with Izzy.

“I need you here. Both of you.” Blackbeard acknowledging Ich’s eavesdropping (s1,e4,34:05)

“You’re not real Pirates, you’ve got to work for that title.” -Ich snaps at Black Pete. (s1,e5,1:11)

“For Christ’s sake…” -Ich’s reaction to Black Pete and Lucious flirting after being caught. (s1,e5,7:46)

“Yeah, if you don’t I certainly will.” -Ich agreeing with Izzy. (s1,e5,17:02)

“Oh, you’ve gotta be kidding.” -Ich seeing the sketching. (s1,e5,17:45)

“You think it’s funny?” -Izzy, a bit upset that Ich found the sketching funny.

“Of all the things he could’ve snuck off to do… yeah, it’s funny” -Ich explains his laughter.

“Was it?” -Ich confronting Lucious for Izzy. (s1,e5,22:54)

“You know, I’d love to know why they call ya “Ick.” -Lucious asks about Ich’s nickname.

“Because my name is Ichabod and I’m a picky eater, I say ick when I don’t like things. But only my friends call me Ich. And Izzy, well, he’s a friend. So if you tell anyone that story about him, and I find out it came from you, I’ll shave your head and hide various appendages in your food.” -Ich threatens Lucious.

“Are you threatening us?” -Black Pete halfway stands up to Ich.

“Yeah. That’s what being a pirate is. Not sitting around, or sleeping around with your whole crew. So don't go infecting my men, or it’ll be your hands, feet, whatever I care to cut off. I've done plenty of horrendous things for my Captain, don’t think I wouldn’t do the same for my first mate.” -Ich solidifies his threat.