- In an early draft of the book, Matilda died when trying to use telekinesis to lift a truck in a car accident. It was kept that way until Roald got the idea of Magnus' story, which is also very sad.
- Mara Wilson, the actress who played Matilda, lost her mother to breast cancer during filming. Her adult co-actors, like Danny DeVito and Rhea Perlman, noted how bravely and maturely she dealt with it, and the film ended up dedicated to her memory.
- The Reveal that Miss Honey's story about a little girl who grew up terrorized by the Trunchbull is about her, and the realization of just how horrific the sweet woman's life was.
"I broke your arm once, Jen, I can do it again!"
- It's even worse in the book, the Trunchbull deliberately gave Miss Honey crappy wages to keep her in line, so when she left, she couldn't afford things like proper furniture, central heating or a bath, (she washes standing up) leaving this wonderful teacher, living in what amounts to an animal shed. The only things she can afford is enough food to get her through to lunch.
- While on the subject of how much worse off she is in the book, Miss Honey was half-drowned on a regular basis. Apparently, after her father died, the Trunchbull would make her bathe by herself, and if she thought that she hadn't done a good enough job washing up, she would hold her head under the bathwater to punish her.
- From the musical, ''When I Grow Up'' and ''Quiet''. Also the sheer hopelessness and despair dripping from ''The School Song''.
- "These books gave Matilda a comforting and hopeful message: You Are Not Alone."
- From the Musical, the tale of the Escapologist and the Acrobat. They're basically a married couple who have been trying for years to have children, without success. Filled with despair, they begin preforming more and more dangerous acts, until finally they announce their most dangerous act of all time, which involves the acrobat being covered in dynamite, the Escapologist being stuck in an elaborate straitjacket, and their lives on the line. But wait, just before they perform the act, they announce that the Acrobat is pregnant, so they don't have to preform the deadly trick after all! However this is just a hope spot that gets cruelly snatched away when the Acrobat's Sister, who organized the entire show and publicity, demands that they honor the terms of their contract...
"A Contract is a Contract is a Contract!"
- And so they do the trick, and everything seems to be going well. The Escapologist escapes from his straitjacket, the Acrobat swings at just the right time and... just misses her mark, falling to the ground and breaking every bone in her body. They manage to save the baby, but not the Acrobat. Brokenhearted, the Escapologist allows the Acrobat's sister to move into his home, so that his Daughter might have someone to look after her while he's at work. Unfortunately, the Acrobat's Sister is the worst possible Guardian for the little girl, finally exploding one day and throwing the girl in a cupboard before locking the door. There's one more cruel hope spot in the form of the Escapologist coming home early and vowing to confront the Acrobat's Sister over this atrocity, before never being heard from again.
- And the cap to all this? The story of the Acrobat and the Escapologist is the story of Miss Honey's parents. She was the little girl, and the Acrobat's Sister was none other than The Trunchbull.
- There are also strong implications that even though Matilda subconsciously tapped into Honey's mind when she encountered her, the story also in some ways reflect Matilda's own yearning for loving parents who wanted her as much as Honey's parents desired a child.
- Magnus Honey's posthumous Counterpoint Duet with his daughter in the last verse of "My House" is easily the musical's most heartbreaking moment.
- Listening to Matilda's ending to 'Miracle' where she talks about what her parents say about her is particularly sad especially for anyone who's had abusive parents. Not to mention the adulation other adults such as Mrs. Phelps give her, telling her that her parents must consider her to be truly one-in-a-million and Matilda lies to agree while the audience is all to aware of how painfully untrue it is.
- Then it comes to a head just before 'My House', where Ms Honey tells her the same. Matilda faces away and begins reciting her bit ("Oh yes" etc.), but stops halfway through and tells Ms Honey the truth about her home life.
- From the musical: Bruce gets sent to Chokey in between acts. For most of the second act, he wears a sign stating that fact (probably to intimidate other students). When all the students in Matilda's class stand up to the Trunchbull, he's the only one who stays in his seat and does absolutely nothing, still wearing the sign. The Trunchbull's methods are incredibly messed up, but incredibly effective.
- Fortunately, he gets better, seeing how he leads the beginning of "Revolting Children".