|“||Elegance is at the root of tradition. Elegance is what will bring about a better world.||”|
— Henry Henderson in Chapter 4
Henry has long, straight, white hair pulled into a tight ponytail, ending just below his shoulders. His hairline is beginning to recede. He has a long, straight, white beard cut in the Imperial way, with no hair on the chin but along the mustache and beard area without connecting to the head hair, styled into two long points reaching his collarbone.
Taking into consideration his age, he has noticeable creases and wrinkles on his face accompanied by small, thin eyes with thin eyebrows right above them. Usually, he is seen wearing a monocle on his left eye. His expression is normally stern, although significantly elegant things make him lose composure.
He is normally seen wearing a three-piece suit with a dark jacket and long coattails and striped pants. He accessorizes with a pocket square, tricolor striped tie, and cane.
Henry is a mature and noble person, who places a high importance on "elegance". To him, elegance seems to be the way a person conducts themselves, and is not afraid to correct inelegant behavior in others. This can be seen in his interview with the Forger family: he was calm and composed even after Loid smashed the table he was sat at. When teaching, he observes and assesses the "elegance" of the students, although he understands that children occasionally need to frolic too.
Not much is known about Henry's upbringing, but it can be assumed he has a high social background of some sort.
The screening for Eden Academy's interview had started. Henry joins the other teachers saying that he is disappointed at this year's applicants and how important is to be elegant. He takes a notice of Loid and his family and sees them saluting the statue of their founder. He can't believe the elegance he sees, but learning that Anya Forger barely passed with 31 points, he finds it quite inelegant. He lets them pass and observes them when Loid steps in the gutter water to save a boy, dirtying his clothes. He gets disappointed and don't want dirty peasant to enter the school, however a moment later, he gets shocked to see that Loid and his family were expecting something like this to happen and have a spare of clothes. Henry is even more surprised when Loid spares the boy feelings as well. Henry believes children imitate their parents, and thus wants see if Loid is also worth only 30 points.
The animals escape and Henry wonders who's crazy idea was that, but learns its an actual crisis and not a set up. He orders the teachers to put a stop, as there are VIPs among the applicants. He witnesses Yor stopping the leading cow and Anya calming it and is unable to believe such elegance exists. Henry then rushes to Loid, thanking him and telling him they will delay the interview until they clean themselves, however Loid says there is no need for that as they expected it and has another spare clothes. Henry is shocked, wondering if this is truly elegance or something more terrifying.
During the family interview, Henry is surprised that Loid calls Anya "wise". He asks Anya if she knows their headmaster's name and how hard one must work to succeed as him, to which Anya cites the training montage from her favorite spy cartoon. Henry is shocked of her resolve and starts to think he may have underestimated Anya. After the inappropriate behavior of Murdoch Swan, Loid smashes the table and leaves, commenting he may have chosen the wrong school if they belittle the feelings of children, and ends the interview there. Henry tells Murdoch that he went too far, however Murdoch threatens him with his father. Recalling how Loid praised the teaching at Eden Academy, Henry punches Murdoch, stating that he disgraced the academy.
On the admissions announcement day, the family learns that Anya was not accepted. Before they can leave, Henry approaches them and informs them that Anya is on top of the waiting list. Henry tells Loid that each year several accepted students withdraw, so they need to prepare themselves, however Henry explains he may no longer be part of the school when Anya is accepted, as he may get fired for what he did to Mr. Swan.
When the students are being sorted into their respective classes, Henry is put in charge of the 28 elementary school students in group 3, containing Anya, Damian, Ewen, Emile, and Becky. Rather than being fired, Loid observes that he was demoted to teaching children. Mr. Swan is visibly irritated by this, but Henry has rediscovered his love of teaching and intends to do a good job.
Later, Henry shows the new students around the school and explains the merit system, and very quickly has to threaten Damian and Anya with getting a Tonitrus on their first day for arguing loudly. After turning a corner, Henry has to rush back as Anya punched Damian into the wall and attempts to lie about it. Anya manages to explain it in such a way that makes it look like she was standing up for her friend Becky, which makes Henry believe she's at least somewhat elegant. Despite that, Anya's parents are still called in to discuss the situation and Anya earns her first Tonitrus, though it could have been more than one had Henry not reduced it.
- Organization: As housemaster, Henry supervises both the boarders and the caretakers for the house. He is in charge of ensuring the boarders are completing chores and going to classes, as well as directing the other staff such as the gardeners and cleaners.
- Discipline: One of Henry's tasks is to maintain authority over the boarders and may take disciplinary action in the case of misconduct.
- Teaching: Henry fills in for absent teachers, such as the gym teacher and art teacher. He also claims to have rediscovered his love for teaching.
Henderson has a deep respect for Loid, having personally acknowledged Loid's "elegance" and being deeply impressed by Loid's ideals. Loid's actions cause Henderson to completely rethink how he approaches being an educator. Because of Loid, Henderson has regained his old love for teaching.
- In each chapter that features a class taught by someone other than Henry, that person ends up calling in sick that day and Henry fills in for them. This first happens in Chapter 15 when the gym teacher is sick, and then again in Chapter 25 when the art teacher is sick.