Jackson and Matilda, please?
Hogwarts's Deputy Headmistress actually knew of Jackson long before his other professors. As Deputy Headmistress, it was her responsibility to write to all those students who the Book of Admittance had chosen to attend Hogwarts each year, and one of those such students was Jackson. You can imagine Matilda Weasley's shock and concern when -- after sending Jackson's letter to the address on file for Cassandra Knightly -- she received a letter back from Cassandra's father, Everard Knightly, explaining that his grandson had been kidnapped by his Muggle father the previous year and taken to places unknown. Matilda followed up with the Ministry of Magic about this, and sure enough, a case file had been opened, but with no further leads, it had gone cold and there was no indication of where poor Jackson might be. Matilda was heartbroken by the news and actually sent several letters to the Department of Magical Law Enforcement over the next two years, pressuring them to keep looking for Jackson, just as Everard had been. Fortunately, after nearly three years of separation from his mother, twelve-year-old Jackson was discovered in New York City thanks to the efforts of one Adelia Selwyn @thatravenpuffwitch and the MACUSA. Matilda was very relieved by the news, and quickly set about preparing the new arrival to start his second year at Hogwarts.
One could argue Matilda Weasley was predisposed to like Jackson from the offset, just because of everything he'd suffered through prior to getting to school, but this isn't wholly true. Jackson just turned out to be a rather amiable, charming boy -- upon first meeting Matilda Weasley at the Knightly estate before he started at Hogwarts, Jackson immediately bowed to her, offered to take her cloak, and even brewed up a pot of tea for her, his mother, his grandfather, and himself, without any prompting. Matilda was also both startled and awed when Jackson ended up moving the furniture around the room and even conjuring a white rose out of thin air for his mother, all without a wand. Matilda was quick to caution Jackson about using wandless magic, given the risk of becoming an Obscurus -- a warning she'd have to give him several more times in his school career -- but she could already see that this young man had extraordinary magical talent, especially for her own subject, Transfiguration. When Jackson started at school officially, he soon became one of Matilda's most gifted students, acing just about every Transfiguration assignment he was ever given. Matilda would've probably sung Jackson's praises as a student if it weren't also for him constantly breaking school rules. Sneaking into Hogsmeade; exploring forbidden corridors; breaking into the Headmaster's Office and the Restricted Section; finding dangerous creatures in the Forbidden Forest; sparking duels in the corridors -- Matilda quite frequently arranged for Jackson to serve his detentions with her, just so she could make sure the other professors (like his Head of House, Abraham Ronen) wouldn't go too easy on him and she could bend his ear off about him squandering his potential and defying authority just because he thought he could get away with it.
As Jackson grew older, though, he grew a little wiser and more responsible, to the point that he decided he wanted to go into politics, to make a real difference in the world. Matilda was very encouraged to hear that Jackson hd earned a place on the Minister's support staff while still a young adult and was even more pleased when Jackson became Minister for Magic. She even attended Jackson and Monty's wedding at the Knightly estate. The two did end up having something of a falling-out, though, when Jackson made the decision to actively keep the British Wizarding World out of World War I -- the Weasleys in general, being both so strongly pro-Muggle-rights and unafraid of conflict or battle, were all vocally opposed to the decision, and Matilda was no exception. She even condemned Jackson in a letter at one point, saying that she would never have imagined he could be so blinded by the fears of his past that he'd place a higher value on the Statute of Secrecy than on his constituents' families' lives. After Grindelwald's rise to power, however, Jackson earned back Matilda's favor when he publicly, candidly, and passionately rebuked Grindelwald and his ideals, regardless of anyone else's opinions on the matter. The now elderly retired professor even Transfigured a letter into a paper owl to ensure it reached Jackson at the Ministry, in which she applauded his courage and admitted that she'd always admired how Jackson had never allowed his father's cruelty to blind him with hatred toward all Mugglekind, let alone the world and Fate overall. Later that decade, Jackson was one of many attendees to Matilda Weasley's funeral, and when asked to speak, spoke very fondly of his ex-professor --
"In some ways at school, she was very much like what I've heard many mothers are, for their children. I do very much love my own mother -- but Professor Weasley tried so very hard to try to 'keep me in line,' back then, as it were. And yet, even then, it was like I was doing a high-wire act for her, while doing it -- performing in front of the whole world, showcasing my potential for everyone to see and towering higher than I ever could've, if she hadn't kept me walking that straight and narrow wire. ...I am grateful, truly grateful, that I got to know such a talented witch...a brilliant professor...and a remarkable woman. So let us, when next we enjoy our favorite drink, surrounded by those who push us to be better with their mere presence...take a moment to toast our dearly departed professor. To Matilda Weasley."
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